Former Twitter CEO Costolo Urges Scale-Ups to Dump Cross-Team Vetoes
Sequoia Capital
Hypergrowth companies slow down when they solve problems with multi-department processes instead of holding directly responsible individuals accountable.
## Background
Published by Sequoia Capital on YouTube on May 7, 2026, this video features an interview with former Twitter CEO Dick Costolo. The page description frames the episode as a scale-up CEO masterclass, detailing Costolo's five-year journey transforming Twitter from a chaotic collective into a structured public company by tackling bureaucratic processes, slow decision-making, and organizational bloat.
## TL;DR
In this conversation, Dick Costolo breaks down his operational playbook for leading Twitter through a period of intense hypergrowth. He explains how he accelerated company velocity by replacing group consensus with a 'bias to yes,' eliminating excessive processes in favor of Directly Responsible Individuals (DRIs), and using late-night floor walks to reshape culture. Costolo also reflects transparently on his leadership misses, including firing too slowly, failing to aggressively outbid Facebook for Instagram, and surviving a continuous onslaught of hostile press.
## Atmosphere & style
The interview has a highly candid, pragmatic, and unvarnished energy, completely devoid of typical corporate fluff. Costolo speaks with a blunt, sharp-witted directness and an undercurrent of impatience that is balanced by his engaging storytelling and comedic timing from his improv background. The dynamic with the host feels like two battle-tested executive peers swapping raw war stories from the hypergrowth trenches, moving from humorous anecdotes about exploding Twitter birds to the heavy, stress-inducing realities of executive terminations and boardroom chaos.
## Key takeaways
- [00:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=0s) Dick Costolo joined Twitter under the premise of a temporary favor to hold down the fort as COO, but stepped into a company experiencing extreme cultural hypergrowth with zero revenue model.
- [04:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=283s) The Twitter board went through a chaotic, highly indecisive back-and-forth process before ultimately committing to appointing Costolo as CEO.
- [04:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=283s) Costolo broke Twitter's slow, diplomatic consensus culture by eliminating group voting on features and prioritizing execution velocity.
- [09:13](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=553s) To eliminate bureaucratic delays caused by external cross-department approvals, Costolo implemented a 'bias to yes' where only an employee's direct manager can veto an idea.
- [17:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1020s) Costolo advises against solving company slowdowns with processes or growing launch checklists, arguing that problems should be handled via Directly Responsible Individuals (DRIs) and clear operating control.
- [18:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1094s) Fostering rapid experimentation requires leadership to explicitly embrace honest mistakes and focus entirely on rapid course correction rather than mistake prevention.
- [19:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1154s) Scaling a company past 150 employees breaks organic communication, requiring leaders to deliberately ensure that everyone understands the high-level context, priorities, and reasons behind decisions.
- [21:16](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1276s) To bypass filtered corporate hierarchies and uncover systemic problems, Costolo utilized Steve Jobs' 'Pixar Trick' of meeting directly with front-line employees without their managers present.
- [24:34](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1474s) Frequently shifting company priorities destroys momentum and creates widespread employee apathy regarding their long-term projects.
- [27:46](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1666s) Costolo successfully altered Twitter's late-night work culture by personally walking the floors late at night and publicly highlighting and prioritizing the projects of those still working.
- [33:01](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1981s) When giving tough feedback, managers should write down exactly what they want to say, deliver it directly with zero introductory fluff, and then deliberately sit in silence.
- [35:41](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2141s) Costolo preferred promoting from within to prevent talent from getting capped out, while using highly specific outside recruitment criteria to match Twitter's intense public drama.
- [38:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2323s) Despite preaching 'fire fast,' Costolo admits he fired slow and suffered from the delay, warning against the trap of 'trans-firing' underperforming employees to other teams to avoid hard conversations.
- [44:53](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2693s) Abundant capital causes modern hypergrowth startups to become operationally inefficient and lose sight of burn rates and true operating leverage.
- [47:30](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2850s) Twitter's biggest strategic regret under Costolo was failing to aggressively match Facebook's cash offer to acquire Instagram, which ultimately boxed Twitter out of rich media feeds.
- [46:05](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2765s) Costolo strongly defends choosing an advertising business model over subscriptions, asserting that ad models yield a fundamentally superior Average Revenue Per User (ARPU).
- [51:11](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3071s) CEOs must build personal resilience against brutal public scrutiny and avoid getting hooked on the high-profile celebrity status that accompanies the chief executive title.
- [56:37](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3397s) Great leadership styles vary wildly, and the biggest mistake an executive can make is trying to superficially mimic the inauthentic archetypes of figures like Steve Jobs or Elon Musk.
- [01:01:01](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3661s) Bringing in independent directors with global operating experience early in a scale-up's lifecycle provides critical strategic perspective and executive recruiting leverage.
- [01:03:26](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3806s) Costolo regrets taking Twitter public when he did, stating that staying private longer shields a company from disruptive public market panic over short-term quarterly fluctuations.
## Detailed walkthrough
### [00:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=0s) The "Drama Queen" of Silicon Valley and the CEO Pitch
When Dick Costolo took over as CEO of Twitter, the company was in a state of high-profile chaos. He jokes that during his first year, "the Twitter bird had hanged itself and exploded on two different magazine covers." This prompted him to jokingly set a very low bar for his head of communications, Gabriel Stricker: "Next year's goal, no dead birds on magazine covers."
Host introduction notes that Costolo was a "rare bird" in Silicon Valley, serving as the third CEO of Twitter after co-founders Jack Dorsey and Ev Williams. Costolo originally joined as COO and ran the company for five years during a period of hyper-growth. He is credited with being the "adult in the room" who ran a "scale-up CEO masterclass," focusing on increasing decision velocity, managing by walking around, delivering tough feedback, and dealing with a hostile press.
The pitch to bring Costolo to Twitter was initially a temporary favor. Ev Williams texted Costolo—who had previously sold his company Feedburner to Google—asking him to "hold down the fort" as interim COO for a couple of weeks while Williams took paternity leave. During their discussions, Williams asked, "What if it was permanent? What if you were COO?" At the time, in the summer of 2009, Twitter was a cultural rocket ship, with celebrities like Ashton Kutcher and Oprah Winfrey famously competing to see who could reach one million followers first. However, the company had "zero revenue model" and faced constant press skepticism about whether it could ever make money. Costolo couldn't pass up the chance to join such a rocket ship.
- **Key Players:** Dick Costolo (former COO/CEO), Jack Dorsey (co-founder/Chairman), Ev Williams (co-founder/former CEO), Biz Stone (co-founder), Jason Goldman (former Head of Product), Gabriel Stricker (former Head of Communications).
- **Feedburner Connection:** Costolo had previously sold Feedburner to Google, where he originally crossed paths with the Twitter founders who were there working on Blogger before leaving to start Odeo (which became Twitter).
### [04:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=283s) The Painful Transition to CEO and Breaking the "Collective"
Upon joining, Costolo realized the company was run like a "collective" where decisions were made by slow, diplomatic group consensus. For example, the team would sit around a table for weeks debating whether to turn the user-created "RT" text shortcut into a native "retweet" button.
The transition of the CEO role from Ev Williams to Costolo was a slow, painful, and chaotic process. Costolo recalls being told in the "driving rain on the road home" by Ev Williams and Jason Goldman that the board wanted him to be CEO. Almost immediately after, legendary coach Bill Campbell called him advising him to just quit. The board then backtracked, deciding Williams would remain CEO while offering to vest a bunch of Costolo's options to say goodbye. After weeks of back-and-forth, Costolo finally asked for a separation agreement, only for board member Bijan Sabet of Spark Capital to text him, "Don't quit." Ultimately, the board reconvened and insisted Costolo take the job.
When Costolo took over, he faced the unique challenge of managing a company where two of its founders, Jack Dorsey (as Chairman) and Ev Williams, were still on the board, while Biz Stone and Jason Goldman remained inside the company. Costolo's immediate priority was "velocity, velocity, velocity." He wanted to establish a faster cadence and stop the practice of voting on decisions.
- **The Status Bar Anecdote:** Shortly after taking over, Twitter changed its status bar prompt from "What are you doing?" to "What's happening?" A front-end engineer named Bret Svedberg walked into Costolo's office to complain that nobody had asked for his input on the change. Costolo flatly told him, "Oh man, yeah, we're not doing that anymore."
### [09:13](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=553s) Cleaning Up the Culture and Fighting "Organizational Barnacles"
To increase velocity, Costolo had to clean up both the physical and cultural mess at Twitter. He recalls the office kitchen being a disaster with dirty dishes piled in the sink. He sent a company-wide email drawing a direct line between the messy kitchen and the platform's frequent technical issues: "This is why the [__] site crashes... because everything's just kind of [__] like, oh well, someone else will clean it up." He also ordered the removal of a poster on one of the floors that read, "We'll make better mistakes next time," because it promoted a complacent attitude toward system failures.
As companies scale, they build up "organizational barnacles" that slow down execution. To combat this, Costolo pushed decisions down the stack, telling managers not to make decisions for their teams but to let the engineers figure it out. He also sought to eliminate the appeal to authority where managers would use "Dick said" to shut down debates.
Costolo also discovered that the organization was slowing down due to internal fiefdoms wanting "ball control" over their respective areas. During an experimentation meeting, an engineer presented a promising engagement experiment. Weeks later, Costolo noticed the experiment still hadn't launched. When he tracked down the engineer, he was told they were waiting on approvals from Trust and Safety, Security, and multiple other departments. Rather than being told "no," employees were being bogged down by a slow, bureaucratic process of seeking permission from dozens of stakeholders. To solve this, Costolo implemented a "bias to yes," inspired by his improv background and Jeff Bezos's philosophy at Amazon. Under this rule, only an employee's direct manager could say "no" to an initiative, and other departments could not block projects unless there was a legal or privacy policy violation.
- **The Android Boot Time Example:** Costolo noticed that the Android app's boot time was increasing, which directly correlated with a linear drop in user engagement. He told the team the Android boot time needed to match iOS. A week later, an Android engineer asked Costolo if he had personally ordered the removal of a specific JSON file from the boot system. Costolo realized a manager had falsely claimed "Dick said do it" to bypass the engineer's pushback.
- **The "Bias to Yes" Rule:** Only a direct manager can tell an employee they are not allowed to do something. Legal can only step in if an action is illegal or violates the privacy policy. No other peer organization has veto power.
### [15:45](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=945s) The "Bias to Yes" and Eliminating Group Decisions
To speed up execution, Dick Costolo championed a philosophy called "bias to yes." In many organizations, if an employee has an idea for an experiment, they are forced to seek permission from multiple external departments. Costolo eliminated this bureaucracy: if an employee’s direct manager signs off on an idea and the employee has the spare time to execute it, no other department—such as marketing—is allowed to veto it or block access to tools like Mailchimp. "I don't want to hear about something being stalled because organization X said you have to go to get approval from organization Y," Costolo explains.
This shift unleashed a wave of rapid experimentation. Engineers realized they did not need to wait for the design team to build polished wireframes; they could simply build a rough version themselves, launch it to 1% of users, and see if it worked. Costolo regularly reinforced this "bias to yes" on stage at all-hands meetings, clarifying that it did not mean employees could ignore their core, prioritized responsibilities—doing so would still get them fired by their managers—but rather that they had the autonomy to act quickly on new ideas.
- **Direct Manager Approval:** The only permission required for an experiment is the sign-off of an employee's direct manager.
- **No Cross-Department Vetoes:** External teams cannot block access to software or tools licensed by the company.
- **1% Launches:** Engineers bypassed design bottlenecks by self-authoring simple wireframes and testing them on small user cohorts.
### [17:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1020s) Solving Problems with DRIs, Not Processes
When companies slow down, CEOs often ask how to regain speed. Costolo’s core advice is simple: "Don't solve problems with processes." In many organizations, when a customer churns or an advertiser quits, the CEO declares, "That can never happen again." This knee-jerk reaction typically results in adding steps to a launch checklist. Costolo recalls that at Google, the launch checklist famously grew to an absurd 17 pages long before Larry Page intervened. This bureaucratic bloat mimics the FDA or the TSA, where organizations manage to rigid processes (like ensuring no water bottles get on a plane) rather than managing to the actual outcome (ensuring there is no bomb on the plane).
To combat this, organizations must solve problems using Directly Responsible Individuals (DRIs) and clear operating control rather than layering on new rules. A company should only maintain a couple of core organizational processes; everything else should be handled through span of control and decentralized decision-making.
- **The Google Example:** Google's launch checklist grew to 17 pages before Larry Page declared it "insane" and cut it down.
- **Outcome vs. Process:** Organizations slow down when they manage to the steps of a process rather than the ultimate outcome.
- **The Rule of Two:** Companies should limit themselves to only a couple of high-level organizational processes.
### [18:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1094s) Pushing Decisions Down and Embracing Mistakes
A critical consequence of pushing decisions down the stack and maintaining a "bias to yes" is that leadership cannot punish people when things go wrong. If you want employees to take bold risks and act without tiptoeing around for permission, you must accept mistakes. Costolo realized over time that he had to explicitly communicate this to the team: "It's not the job of leadership to prevent mistakes from happening. It's the job of leadership to correct mistakes quickly when they happen." Employees were encouraged to flag their screw-ups immediately so the company could help fix them, secure in the knowledge that they would not get in trouble.
- **Leadership's True Role:** Leadership should focus on rapid course correction rather than mistake prevention.
- **Psychological Safety:** Eliminating punishment for honest mistakes is a mandatory artifact of decentralized decision-making.
### [19:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1154s) Scaling Communication: "Make Sure Everybody Understands What You Understand"
As companies scale past 50 employees, communication naturally degrades. Under 50 employees, everyone knows what is happening; over 150 employees, "nobody knows what's going on anytime." To scale communication and keep everyone on the same page, Costolo drew on a management class he taught at Twitter, which was inspired by Ben Horowitz’s management curriculum at Loudcloud. A heavily underlined and circled principle from Horowitz's outline was: "Make sure everybody understands what you understand."
Managers must ensure their teams understand the company's priorities, how their specific team fits into those priorities, and what success means for them both personally and professionally. Costolo shares the classic analogy of the bricklayers: one says he is laying bricks, while the other says he is building a beautiful cathedral. Similarly, a visitor to a Tesla factory once asked an employee screwing a widget into a car what he was doing; the worker did not just describe the physical task, but explained how his work helped make electric cars more popular in America. Providing this level of context and priority is incredibly motivating for employees.
- **The 50/150 Rule:** Under 50 employees, communication is organic; over 150 employees, communication breaks down entirely without deliberate architecture.
- **The Loudcloud Influence:** Twitter's management training was heavily modeled on Ben Horowitz's Loudcloud curriculum.
### [21:16](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1276s) Managing the Flow of Information and the Steve Jobs "Pixar Trick"
In large organizations, "good news travels fast, bad news travels slow," and the signal gets highly distorted as it moves up the hierarchy. To counter this, Costolo constantly reminded his team to communicate problems upward immediately. He also used all-hands meetings to repeatedly hammer home the company's priorities, how they were measured, and why they mattered. He emphasizes that scaling communication architecture means never justifying a decision by saying "because so-and-so said so," which provides zero helpful context.
To get an unfiltered view of the organization, Costolo adopted a trick Steve Jobs used when he was simultaneously running Apple and Pixar. When Jobs was at Pixar only one day a week during the production of *Toy Story 2*, he would sit down with a group of eight or nine illustrators without their director, John Lasseter, in the room. Jobs would go around the table and ask questions like, "Janet, tell me something that's not working well at Pixar," and then ask others if they agreed. He would take notes without judging, promising to discuss the feedback with Lasseter on Monday.
Costolo began running similar meetings with teams at Twitter. It allowed him to quickly assess whether the front-line employees understood the company's priorities and if their reality matched what department heads were reporting. While some company leaders hated this practice, Costolo viewed their discomfort as a diagnostic red flag.
- **Steve Jobs' Pixar Method:** Jobs met with front-line creatives without directors present to ask what was and wasn't working, using the feedback to align with management later.
- **Avoiding "Because I Said So":** True communication architecture requires explaining the *why* behind decisions rather than appealing to authority.
### [24:34](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1474s) The Discipline of Priorities and the Bezos "Do Everything" Philosophy
When coaching CEOs, a common struggle is the temptation to constantly change priorities because of new opportunities. Costolo warns that while priorities can be adjusted once or twice a year, doing so frequently destroys momentum. If a CEO changes direction every month, employees will stop working hard on their projects, assuming there is a 50% chance the project will be thrown out anyway. "That's another way companies slow down," Costolo notes.
When asked if the modern speed of software development—where many decisions are easily reversible "two-way doors"—makes focus overrated, Costolo answers with a firm "no." However, he acknowledges that there are multiple paths to success, recalling a meeting in 2011 when he and Jack Dorsey tried to recruit Jeff Bezos to Twitter's board. Dorsey mentioned that Steve Jobs believed a CEO's primary job is to focus, act as an editor-in-chief, and say "no" to almost everything. Bezos let out his famous laugh and replied, "Oh, yeah? Well, I like to do everything. My team has to talk me out of stuff." Costolo notes that both philosophies can be true: you can maintain focus while leveraging modern technology to execute far more things with fewer resources.
- **Priority Rejiggering Limit:** Major priorities should only be altered once or twice a year to prevent employee apathy.
- **The Jobs vs. Bezos Debate:** Steve Jobs advocated for extreme focus and saying "no" to almost everything; Jeff Bezos preferred to "do everything" and relied on his team to pull him back.
### [27:46](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1666s) Management by Walking Around and "Forestry Management"
Costolo practiced a highly active version of "management by walking around," a classic Hewlett-Packard concept. He did this at all hours, but especially late at night. The practice started because legendary coach Bill Campbell, who was on Twitter's board, told Costolo that when he took over as CEO, "you could roll a grenade into Twitter at 5:30 p.m. and only take out the cleaning people."
To shift this culture without simply demanding people work harder, Costolo would go out for dinner, return to the office around 9:00 or 9:30 p.m., and walk the floors. He would strike up conversations with whoever was still working—such as engineer Marcel Molina—and ask what they were building. Costolo would then publicly praise and prioritize those projects at the next all-hands meeting. When other employees realized that the people working late with Dick were getting their projects prioritized, the company culture naturally shifted.
Finally, Costolo uses a forestry metaphor to help tactical managers transition into strategic leaders. He recalls telling a director who was constantly putting out fires: "Your job as a director... is you can't just say, 'Well, I put out this forest fire.' Your job is to map the territory and start to do forestry management." True scale requires building systems and firebreaks so that a future fire does not threaten the entire highway, rather than spending all one's hours manually stamping out individual blazes.
- **Bill Campbell's Grenade Joke:** The legendary coach pointed out Twitter's lack of late-night work ethic by joking that a grenade at 5:30 p.m. would only hit the cleaning staff.
- **Late-Night Walkabouts:** Costolo drove cultural change by personally visiting late-night workers and highlighting their projects at company-wide meetings.
- **Forestry Management vs. Firefighting:** Strategic leadership requires mapping the territory and planning systemic preventions rather than continuously reacting to immediate crises.
[30:41](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1841s) The Metaphor of the Pie and the Reality of Silicon Valley
To help teams think strategically rather than tactically, Dick Costolo uses a geographic metaphor. He explains that a leader should not just be focused on chopping down immediate trees or fighting a localized fire that might burn a house down. Instead, leadership requires looking at the "whole pie" and determining what needs to be true 24 months from now to ensure the entire territory is in better shape.
The conversation shifts when the interviewer brings up a comment from a mutual contact, who remarked that while everyone in Silicon Valley and San Francisco is notoriously passive-aggressive, "Dick's not passive-aggressive. Dick's aggressive." Costolo laughs and readily admits to this trait, characterizing it as a personal flaw rooted in extreme impatience. He recalls instances where employees would come to him to complain or express sadness about their work, and he would bluntly cut them off, saying, "It seems like you don't like working here. You should quit." When they protested that they just wanted to explain why they were sad, Costolo would respond, "Okay, I don't care. Who cares? I'm sorry. I'm not trying to be a jerk, but like we have a million things to do." He emphasizes that leaders—especially engineering leaders who transitioned from coding to managing—often mistakenly believe they have to be jerks to manage poor performance. In reality, he argues, you can be empathetic while remaining entirely direct, forthright, and straightforward.
[33:01](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1981s) Bill Campbell’s Advice on Giving Feedback and Sitting in Silence
For young CEOs in their mid-to-late 20s who have never had to give difficult feedback to another human being, Costolo shares a crucial piece of advice he received early on from legendary coach Bill Campbell: "Write down what you want to say and then say that and don't say anything else." Costolo explains that 99 out of 100 people will write down honest, direct feedback the night before a tough meeting, but once they are face-to-face with the employee, they chicken out. Instead of delivering the hard truth, they start rambling with fluff like, "It's really hard time here for everybody, we're all working..." Costolo's blunt reaction to this is: "Shut the [ __ ] up. Like the person knows you're about to like hit them over the head." He advises stating the written feedback clearly and then simply sitting with the silence, which is incredibly difficult and unnatural for most people.
To teach this skill, Costolo used to run a role-playing exercise in his six-hour management course. He would set up a scenario where an employee had busted their ass working until midnight for six weeks, only to be told the project was being canceled because it was no longer a priority. Costolo would pull the "employee" aside beforehand and instruct them to be highly argumentative and push back on the decision. Out of everyone who ever participated in the exercise, Costolo notes that only one person was masterfully able to sit in silence: Elad Gil, who is now a prominent venture capitalist. Gil would deliver the feedback and just sit there quietly until the other person eventually ran out of gas and stopped talking.
[35:41](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2141s) Recruiting and Promoting at Twitter
When asked about his recruitment filter and how he attracted top-tier talent like Adam Bain, Kevin Weil, Anthony Noto, and Elad Gil, Costolo explains that he always tried to promote from within as much as possible. He wanted internal employees to feel they wouldn't get "capped out" by outside hires. For example, Kevin Weil started as an individual contributor in 2009 when Twitter had only about 40 employees, and he was systematically promoted until he ran all of product.
For external hires, Costolo looked for specific profiles to match Twitter's unique, high-drama environment. He jokes that "Twitter is like the drama queen of hypergrowth companies," constantly plagued by negative press. When Costolo took over as CEO, the Twitter bird had literally been depicted as hanging itself and exploding on two different magazine covers. He recalls telling his head of communications, Gabriel Stricker, "Great news. Next year's goal, no dead birds on magazine covers." To handle this intense public and investor pressure, Costolo recruited Anthony Noto from Goldman Sachs, where Noto had run technology and media and excelled at investor relations.
Adam Bain was a "non-consensus hire" whom Costolo recruited while still serving as COO. When Costolo pitched Bain to the board and co-founder Evan Williams, noting that Bain ran Fox Interactive in Los Angeles, the board laughed at the idea of bringing an LA-based ad salesman to San Francisco. However, Costolo had met Bain during the acquisition talks for FeedBurner (where News Corp was an interested party before Google bought it) and knew Bain was tireless. Costolo spent five or six months flying down to LA to convince him to join. He knew Twitter was going to be in a constant "dog fight" against Facebook for social ad dollars, and Bain had a "motor that doesn't stop," making him the perfect fit.
- **Kevin Weil:** Promoted internally from an IC in 2009 to running all of product.
- **Anthony Noto:** Recruited from Goldman Sachs to manage intense investor relations and public drama.
- **Adam Bain:** Recruited over 5-6 months from Fox Interactive in LA to lead the high-stakes revenue battle against Facebook.
[38:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2323s) The Pain of Firing and the "Trans-firing" Trap
Addressing the old adage "fire fast, hire slow," Costolo admits with a laugh, "I always said that out loud. I didn't do that. I fired slow." Almost every time he delayed a termination, he realized within six weeks that he should have made the move sooner. He rejects the notion of leaders who claim to enjoy firing people because "it's the right thing for them," calling that attitude jerk behavior. Firing is universally horrible, a sentiment illustrated by an exchange Costolo had with board member David Rosenblatt (former CEO of DoubleClick) when Costolo had to terminate an executive with global responsibilities across 30 international offices. Rosenblatt shared his own historical calendar layout for rolling out such a termination, and the only entry Costolo vividly remembers from it was: "6:00 a.m. wake up in a cold sweat."
Costolo also shares an analogy from Jeff Weiner, the former CEO of LinkedIn, regarding the difficulty of letting people go. Weiner compared it to a baseball manager walking out to the mound to talk to a struggling pitcher. The pitcher insists, "No, no, no, I still got it," so the manager walks back to the dugout, only for the next batter to hit a home run. The manager walks back out thinking, "I knew it." Weiner's rule was to never be the manager having that first, hesitant conversation when you already know you should be having the second conversation to pull them from the game.
In hypergrowth companies, Costolo warns that a major pitfall is failing to manage out low performers, especially as management responsibilities cascade down to inexperienced, first-time managers who will do anything to avoid firing someone. This often leads to "trans-firing"—the practice of transferring a poor performer to another team under the guise of "Janet would be great on the ads team." To combat this, Costolo instituted a strict rule during performance reviews: if an employee's rating fell below a certain threshold (e.g., a "two" on a one-to-four scale), they were barred from switching teams until they improved. The executive team would actively monitor reviews to catch managers who repeatedly bounced employees between a two and a three just to avoid putting them on a formal performance plan.
[44:53](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2693s) Navigating Hypergrowth and Competing with Giants
Costolo warns that hypergrowth companies—especially modern AI startups scaling rapidly from single-digit millions to $100 million in revenue—often lose their operational efficiency when they raise too much money. When capital is abundant, CEOs stop worrying about burn rates and operating leverage. He notes that raising a $100 million Series B has become the new $20 million Series B, leading to widespread capital inefficiency. Additionally, hypergrowth CEOs often claim they will "only hire A players," which Costolo dismisses as a fantasy. Eventually, customer success or other departments must scale rapidly to prevent churn, forcing companies to hire quickly and inevitably bringing in lower performers who must be actively managed out.
When it comes to competing with massive incumbents like Facebook—or, in the case of modern startups, OpenAI and Anthropic—Costolo's advice is to acknowledge the threat head-on rather than ignoring it. He recalls that Facebook was a relentless juggernaut, and Mark Zuckerberg is "the most competitive person on the planet." If Twitter won a deal or a feature battle, Facebook's attitude was that it could never be allowed to happen again. Because Twitter was much smaller and had far fewer resources, Costolo's strategy was to keep the competitor top of mind, study their moves, and constantly figure out how to out-hustle them. He credits Adam Bain with being exceptionally skilled at rallying the team around this competitive mindset during company meetings.
[46:05](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2765s) Outsmarting the Facebook Juggernaut and Choosing the Ad Model
Dick Costolo shares a story about how Twitter's former COO, Adam Bain, would outmaneuver Facebook at major industry events like the Consumer Electronics Show (CES). Before a big customer meeting with a major brand like Unilever, Bain would sit down with their Chief Marketing Officer and ask how their meeting with Facebook had gone and what Facebook was excited to pitch that year. Armed with that intelligence, Bain would walk into the official meeting and say, "We have some things we want to show you, but we really want to spend the next two hours today just understanding your business and what you guys are concerned about." This approach contrasted sharply with Facebook's aggressive, product-heavy pitching style. Costolo praises this as brilliant salesmanship: "I can't compete with their eight new things and their microtargeting... So, I'm going to totally come at it from a different angle."
When asked if choosing an advertising model over a subscription model was the right call in hindsight, Costolo responds with an emphatic yes. He asserts that "advertising is undefeated" because the Average Revenue Per User (ARPU) is consistently higher than subscription revenue, and he would make the exact same decision today.
- **CES Strategy**: Adam Bain gathered intelligence on Facebook's pitches beforehand to position Twitter as a listening, customer-centric partner.
- **Ad Model vs. Subscriptions**: Costolo stands by the advertising model, citing superior ARPU.
---
[47:30](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2850s) The One That Got Away: Trying to Buy Instagram
Costolo's biggest regret from his tenure was failing to acquire Instagram. Twitter attempted to buy the company about a month and a half before Facebook famously acquired it for $1 billion ($700 million in stock and $300 million in cash). At the time, Instagram had only eight or nine employees, including co-founders Kevin Systrom and Mike Krieger. Costolo recognized early on that Systrom was an extraordinary product manager, ranking him alongside Evan Spiegel as one of the best product thinkers in Silicon Valley.
Costolo took Systrom and Krieger out to dinner and offered them well over 10% of Twitter, which was valued at around $5 billion at the time—equivalent to roughly $700 million in stock. Looking back, Costolo wishes he had been even more aggressive. He jokes that he should have told Systrom, "You can run the company when I leave... You'll get to be CEO," and offered to personally borrow $300 million from JP Morgan to match Facebook's cash offer. Once Facebook secured Instagram, Costolo knew Twitter was "boxed out" on the future of rich media social feeds. While Twitter had Vine, it was much smaller, and Facebook's eventual move to bring video to Instagram was "checkmate."
- **The Offer**: Twitter offered over 10% of its equity (worth ~$700 million) to acquire Instagram.
- **Key Figures**: Kevin Systrom and Mike Krieger (Instagram co-founders).
- **The Regret**: Failing to secure the acquisition allowed Facebook to dominate rich media social feeds, rendering Twitter's Vine less competitive.
---
[49:11](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2951s) Content Moderation, Politics, and Russian Bots
Addressing the complex topic of content moderation, Costolo argues that outsiders often oversimplify the problem by saying, "This is real easy. Just prevent people from doing that." He points out that hard-and-fast rules quickly fall apart in practice—for example, deciding whether a user should be banned for tweeting a controversial lyric from a Kanye West song. Ultimately, moderation requires operating control and a General Counsel who can make difficult, situational judgment calls, knowing that "you're going to get a bunch of them wrong and that's life."
Regarding accusations from Elon Musk and others that Twitter's moderation team was heavily left-of-center and influenced by the Biden administration, Costolo acknowledges the staff was likely left-of-center but denies that it impacted how they handled abuse during his tenure. He notes that highly politicized policies, such as banning the "deadnaming" of transgender individuals, were implemented long after he left. During his time, the primary moderation challenge was dealing with "ridiculous amounts of Russian bots." Rather than election interference, these bots were running massive phishing farms designed to hack accounts and steal credit card information.
- **Moderation Philosophy**: Rules require human judgment and situational awareness; mistakes are inevitable.
- **Political Bias**: Costolo notes the staff skewed left-of-center but denies it affected abuse policies during his era.
- **Russian Bots**: In Costolo's era, Russian bot activity was primarily focused on financial phishing attacks rather than political manipulation.
---
[51:07](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3067s) Surviving a "Metric Ton" of Bad Press
The conversation shifts to the intense public scrutiny and negative press that tech CEOs face. While the interviewer admits that receiving bad press was "soul-crushing" for him, Costolo explains how his background in improv comedy and performing helped him build resilience. Before entering the business world, Costolo did improv and even auditioned for *Saturday Night Live* a couple of times.
He recalls a brutal experience at the Adelaide Comedy Festival in Australia, where his improv group performed a midnight show at the Adelaide Opera House. The crowd of a thousand people was "hammered drunk." Just five minutes into their 70-minute fully improvised set, the crowd started heckling and yelling, "You suck. Get off." Costolo laughs, remembering the panic of realizing they had 80 more minutes to go. This experience made him highly resilient to public criticism. He shares a lighthearted text exchange from late 2014, right after Twitter's successful IPO when he had previously been named "CEO of the Year." His daughter texted him saying she had bad news and good news: the bad news was that Yahoo Finance named him one of the five worst CEOs of 2014; the good news was that "nobody reads Yahoo Finance."
- **Improv Background**: Costolo's performance background, including SNL auditions and heckling experiences, built his thick skin.
- **Adelaide Opera House Anecdote**: A hostile, drunken crowd of 1,000 people taught him to handle public failure.
- **Yahoo Finance Joke**: Costolo's daughter kept him grounded by pointing out the irrelevance of negative online rankings.
---
[53:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3194s) The Traps of CEO Celebrity and the "Adult" Executive Wave
Costolo discusses the importance of separating personal identity from the CEO title. He recalls being invited to the prestigious *Vanity Fair* Oscars party but choosing not to go. He explained to his daughter that he did not want to start attending high-profile events just because he was the "CEO of Twitter," because he feared he would become addicted to the status and dread losing the job. Instead, he only attended events where he felt the invitation was for him personally, like NBA games where he knew Commissioner Adam Silver. While official duties like visiting the White House to discuss Edward Snowden, platform abuse, or counter-terrorism were mandatory, celebrity parties were not.
The discussion moves to the rarity of modern tech companies replacing founder-CEOs with external "adult" executives. Costolo believes this trend "goes in waves." He predicts that eventually, a high-profile failure involving a young founder running a massive company will trigger a new wave of professional operating executives being brought in. For VPs aspiring to step into a CEO role, Costolo points to Anthony Noto (former Twitter CFO, now CEO of SoFi) as a model. Noto made his ambitions clear to executive recruiters early on. Costolo advises taking calculated risks and embraces his own failed SNL attempt as a stepping stone that made him comfortable doing live national television on CNBC.
- **The Oscars Party**: Costolo declined the *Vanity Fair* party to avoid getting hooked on the perks of the CEO title.
- **White House Visits**: Costolo attended official meetings with the President regarding Edward Snowden and terrorist usage of the platform.
- **The "Adult" CEO Wave**: Costolo predicts a cyclical return of professional operators replacing young founders.
- **Career Advice**: Aspiring CEOs should make their ambitions clear to recruiters and embrace uncomfortable public-facing experiences.
---
[56:37](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3397s) Passive-Aggressiveness, Great Leaders, and the Myth of the CEO Playbook
When asked if San Francisco and tech CEOs are generally passive-aggressive, Costolo agrees it is common but highlights notable exceptions. He praises John and Patrick Collison of Stripe as a "rare combination of really, really widely read and polymaths" who are forthright, straightforward, and blunt without being hyper-aggressive. He also expresses deep admiration for Netflix's Reed Hastings, describing him as an incredibly self-aware, direct communicator who simply says, "This is just how it is... I'm not trying to be mean about it." Costolo recalls a dinner where Hastings asked everyone what percentage of their success was due to DNA versus learned skill. When it came to himself, Hastings estimated his success was "basically like 80% DNA," suggesting that certain traits are simply encoded in a person, combined with a bit of luck.
Finally, Costolo addresses the changing "CEO rule book," noting unconventional styles like Nvidia's Jensen Huang, who manages 60 direct reports, conducts no one-on-ones, and publicly criticizes employees. Costolo references Jeff Bezos's advice to Jack Dorsey: "Jack, there are lots of different ways to be successful." He warns that the biggest mistake CEOs make is reading biographies of Steve Jobs or Elon Musk and trying to copy them as an archetype. "If you try to be someone you're not, nobody is fooled," Costolo warns. "Nothing is more miserable than trying to be someone you're not."
- **Exemplary Leaders**: John and Patrick Collison (Stripe) and Reed Hastings (Netflix) are praised for their blunt, self-aware, and forthright communication styles.
- **The DNA Question**: Reed Hastings posited that 80% of executive success is determined by innate DNA, with the rest being luck and opportunity.
- **The Danger of Archetypes**: Costolo cautions against trying to mimic the harsh styles of Steve Jobs or Elon Musk, as employees can easily spot inauthenticity.
[01:01:11](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3671s) The Myth of the Playbook and the Reality of Role Models
The conversation opens with a reflection on what it means to be a role model, contrasting the public personas of famous figures with their private realities. The speaker recalls a story involving Hakeem Olajuwon and Charles Barkley. When asked about being a role model, Hakeem pointed out that Barkley struggled with a constant tension and anxiety because he was "a different person in public than he is in private." He was always trying to figure out which version of himself he was supposed to be in any given moment. In contrast, Hakeem explained that he was always the exact same person, making it easy for him to accept being a role model.
The speaker warns against trying to copy a "written down playbook of how Steve Jobs did things." Trying to mimic someone else's highly specific, often inimitable style is a recipe for misery. It was nearly impossible for even Steve Jobs to sustain his own style, and trying to replicate it will only make an executive miserable.
---
[01:01:53](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3713s) Building a Board and Navigating the Drama
The discussion shifts to the intense drama surrounding the Twitter board and how a scaling company—specifically one growing from $100 million to $400 million—should approach building its own board. When asked whether a company should bring in independent directors early or wait, the speaker highlights two board members who were "immensely helpful" during his tenure at Twitter: Peter Chernin and Peter Fenton.
Peter Chernin, brought in from NewsCorp as an independent director, possessed the global operating experience needed to manage tens of thousands of people. Chernin was masterful at pulling the conversation back to the user's perspective, acting as a "chief user officer" whenever the board got bogged down in technical execution details. Meanwhile, Peter Fenton of Benchmark was incredibly valuable for recruiting. Fenton would help interview executive candidates, offer a third-party perspective on why the company was going to be a "monster," and help close top-tier talent like Adam Bain and Anthony Noto.
- **Independent Directors:** It is highly beneficial to bring in people with operating expertise much sooner than the pre-IPO stage, even around the Series B or $100 million mark.
- **Recruiting Leverage:** A strong board member can act as a powerful third-party validator to convince elite executive candidates to join.
---
[01:03:26](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3806s) The Pain of Going Public and the Case for Staying Private
Reflecting on taking Twitter public, the speaker admits that if he could do it all over again, he "would have kept it private longer." Taking a company public has become highly unfashionable, and for good reason: running a private company is vastly easier and less stressful.
In a public company, missing a revenue target by even a single percent—even if it is the result of making the right long-term strategic decision—causes immediate chaos. The stock drops 8% after hours, and employees run around panicking. When a company is private, there is no daily ticker for employees to freak out about, making it much easier to focus on long-term goals without having to constantly manage short-term quarterly fluctuations. The host wraps up the interview by praising the speaker as a "rare species": the adult CEO brought into a hyper-growth company who actually delivered.
---
[01:04:36](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3876s) Host's Reflection: Key Takeaways on Scaling and Leadership
After the interview concludes, the host reflects on the conversation, calling it a "master class in how do you scale and be a terrific scale-up CEO." He compares the speaker's tactics to his own experiences as the former CEO of HubSpot, noting which strategies he successfully used and which ones he wishes he had implemented.
The host strongly resonates with the concept of "management by walking around." At HubSpot, the host would wait until about 7:00 PM to walk the halls, visiting development, support, and sales departments to see who was still around, get unfiltered context, and observe "who was burning the midnight oil." He also praises the speaker's advice on delivering tough feedback to difficult people: writing it down the night before, practicing in the mirror, delivering it with "no fluff," and then sitting in silence.
- **The Power of Silence:** When delivering tough feedback, state it clearly and sit in silence rather than trying to soften the blow with unnecessary filler.
- **DRIs over Committees:** Eliminating committees in favor of Directly Responsible Individuals (DRIs) is crucial for breaking down organizational silos.
- **Context is King:** The host highlights a quote from Ben Horowitz: "Make sure everybody understands what you understand. Not just the what, the why and what success means for them personally. Priorities without context are useless."
- **The "Fire Slow" Regret:** While many CEOs preach the advice to "hire fast and fire slow," the host notes that in reality, almost no successful CEOs actually fire slow—including himself and the guest, both of whom regret not moving faster on terminations.
## Notable quotes
> [00:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=0s) The Twitter bird had hanged itself and exploded on two different magazine covers. — Dick Costolo
> [00:00](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=0s) Next year's goal, no dead birds on magazine covers. — Dick Costolo
> [09:13](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=553s) This is why the [__] site crashes... because everything's just kind of [__] like, oh well, someone else will clean it up. — Dick Costolo
> [09:13](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=553s) We'll make better mistakes next time — Bret Svedberg
> [15:45](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=945s) I don't want to hear about something being stalled because organization X said you have to go to get approval from organization Y — Dick Costolo
> [18:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1094s) It's not the job of leadership to prevent mistakes from happening. It's the job of leadership to correct mistakes quickly when they happen. — Dick Costolo
> [19:14](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1154s) Make sure everybody understands what you understand. — Ben Horowitz
> [24:34](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1474s) Oh, yeah? Well, I like to do everything. My team has to talk me out of stuff. — Jeff Bezos
> [27:46](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1666s) You could roll a grenade into Twitter at 5:30 p.m. and only take out the cleaning people. — Bill Campbell
> [30:41](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1841s) It seems like you don't like working here. You should quit. — Dick Costolo
> [33:01](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1981s) Write down what you want to say and then say that and don't say anything else. — Bill Campbell
> [33:01](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=1981s) Shut the [ __ ] up. Like the person knows you're about to like hit them over the head. — Dick Costolo
> [38:43](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2323s) 6:00 a.m. wake up in a cold sweat. — David Rosenblatt
> [46:05](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=2765s) Advertising is undefeated — Dick Costolo
> [56:37](https://www.youtube.com/watch?v=Kw5hhIsw-wQ&t=3397s) Jack, there are lots of different ways to be successful. — Jeff Bezos
## Mentioned
Twitter, Dick Costolo, Jack Dorsey, Ev Williams, Feedburner, Google, Blogger, Odeo, Biz Stone, Jason Goldman, Gabriel Stricker, Bill Campbell, Bijan Sabet, Spark Capital, Bret Svedberg, Amazon, Jeff Bezos, Mailchimp, FDA, TSA, Larry Page, Ben Horowitz, Loudcloud, Tesla, Steve Jobs, Apple, Pixar, Toy Story 2, John Lasseter, Marcel Molina, Hewlett-Packard, Silicon Valley, San Francisco, Elad Gil, Adam Bain, Kevin Weil, Anthony Noto, Goldman Sachs, Fox Interactive, News Corp, Facebook, Jeff Weiner, LinkedIn, David Rosenblatt, DoubleClick, OpenAI, Anthropic, Mark Zuckerberg, Consumer Electronics Show, Unilever, Instagram, Kevin Systrom, Mike Krieger, Evan Spiegel, JP Morgan, Vine, Kanye West, Elon Musk, Biden administration, Adelaide Comedy Festival, Adelaide Opera House, Saturday Night Live, Yahoo Finance, Vanity Fair, White House, Edward Snowden, Adam Silver, SoFi, CNBC, John Collison, Patrick Collison, Stripe, Netflix, Reed Hastings, Nvidia, Jensen Huang, Hakeem Olajuwon, Charles Barkley, Peter Chernin, Peter Fenton, Benchmark, HubSpot, Sequoia Capital
Former Twitter CEO Dick Costolo argues that scaling a hypergrowth company requires replacing consensus-driven cultures with decisive operational discipline, rapid feedback loops, and decentralized execution. Rather than mimicking celebrity founder archetypes or layering on bureaucratic processes, effective operators sustain execution speed by providing transparent organizational context and enforcing individual accountability.
Replacing Bureaucracy with the Bias to Yes (15:45)
When Costolo stepped into leadership at Twitter, the organization operated like a collective, debating minor product adjustments like native retweet buttons for weeks and letting managers invoke authority by claiming "Dick said do it." To dismantle cross-functional bottlenecks and internal fiefdoms, Costolo instituted a strict "bias to yes." Under this operating rule, only an employee's direct manager holds the authority to reject an initiative, and outside departments cannot block access to tools or veto experimentation unless a project violates legal or privacy policies. Engineers were encouraged to bypass design delays by self-authoring basic wireframes and launching experiments on 1% user cohorts.
Costolo warns that when mistakes occur, leadership must resist the urge to invent defensive checklists—citing Google's launch checklist, which swelled to an unwieldy 17 pages before Larry Page intervened. Instead of treating organizations like the FDA or TSA by managing to rigid procedural steps rather than outcomes, scaling companies should limit themselves to a couple of high-level organizational processes. Decision-making authority must remain pushed down to Directly Responsible Individuals (DRIs), paired with a leadership culture focused on correcting errors rapidly rather than punishing honest experimentation.
Scaling Context and Unfiltered Information Flow (19:14)
As headcount expands past 150 employees, internal communication inevitably breaks down without deliberate architecture. Drawing on Ben Horowitz’s Loudcloud curriculum, Costolo stresses the rule: "Make sure everybody understands what you understand." Workers perform best when they understand broader strategic priorities and why their immediate output matters, resembling the difference between laying bricks and constructing a cathedral. To preserve alignment and momentum, Costolo advises against shifting corporate priorities more than once or twice a year, warning that frequent strategic pivots breed employee apathy.
Because positive news travels fast while negative news travels slowly and distorts as it moves up the chain, Costolo adopted a technique Steve Jobs used during Pixar’s production of Toy Story 2. Costolo met directly with front-line teams without their managers present to ask what was failing, evaluating whether executive reporting matched ground-level reality. He paired this with active "management by walking around," touring the office around 9:00 p.m. to discover late-night projects and publicly elevating those initiatives at all-hands meetings. For strategic leaders, he frames this as "forestry management": mapping territory and building systemic firebreaks rather than exhausting bandwidth reacting to localized fires.
Direct Feedback and Ending Trans-Firing (33:01)
Costolo rejects the passive-aggressive communication common in tech hubs, emphasizing that managers must be straightforward without acting like jerks. For difficult performance discussions, he cites Bill Campbell's advice: write down the core message beforehand, deliver it verbatim without softening filler, and simply sit with the ensuing silence. In Twitter's management training, Costolo found venture capitalist Elad Gil to be the rare operator able to hold that silence effectively until argumentative pushback subsided.
While tech executives frequently repeat the mantra to "hire slow and fire fast," Costolo admits he personally fired slowly and regretted delaying terminations within six weeks every time. Delaying action mirrors Jeff Weiner's baseball analogy of the hesitant manager who talks to a tiring pitcher instead of removing him before a home run. Furthermore, hypergrowth companies often fall prey to "trans-firing," where inexperienced managers offload underperformers onto other teams. To halt this cycle, Twitter prohibited employees rated below an acceptable threshold from switching teams until their performance demonstrably improved.
Hypergrowth Discipline, Competition, and Market Realities (47:30)
In managing hypergrowth and capital efficiency, Costolo observes that massive funding rounds—such as modern $100 million Series B rounds—often erode fiscal discipline and operating leverage. When competing against relentless incumbents like Mark Zuckerberg's Facebook, Twitter relied on out-hustling rather than out-spending. Sales leader Adam Bain routinely gathered intelligence on Facebook's pitches prior to customer meetings at events like CES, allowing Twitter to differentiate itself by focusing on customer listening rather than overwhelming product feature lists. Costolo also defends choosing an advertising business model over subscriptions, maintaining that advertising yields superior average revenue per user (ARPU).
Reflecting on strategic missteps, Costolo identifies Twitter's failure to acquire Instagram for roughly $700 million in equity (over 10% of Twitter's valuation at the time) just weeks before Facebook purchased it for $1 billion as his single biggest regret. Losing Instagram permanently boxed Twitter out of dominating rich media social feeds. Finally, Costolo argues that companies should delay public offerings longer, as the public market's quarterly volatility—where a 1% revenue miss triggers panic and stock drops—unnecessarily distracts teams from executing long-term strategy.
Costolo concludes that leadership cannot be copied from biographical archetypes of figures like Steve Jobs or Elon Musk, noting that inauthentic executive personas quickly alienate teams. While professional operating executives brought in to scale founder-led startups have become culturally unfashionable, Costolo predicts the pendulum will inevitably swing back as high-profile scale-up failures mount.
[0:00] Dick Costolo: The Twitter bird had hanged itself and exploded on two different magazine covers.
[0:00] Dick Costolo: Next year's goal, no dead birds on magazine covers.
[9:13] Dick Costolo: This is why the [__] site crashes... because everything's just kind of [__] like, oh well, someone else will clean it up.
[9:13] Bret Svedberg: We'll make better mistakes next time
[15:45] Dick Costolo: I don't want to hear about something being stalled because organization X said you have to go to get approval from organization Y
[18:14] Dick Costolo: It's not the job of leadership to prevent mistakes from happening. It's the job of leadership to correct mistakes quickly when they happen.
[19:14] Ben Horowitz: Make sure everybody understands what you understand.
[24:34] Jeff Bezos: Oh, yeah? Well, I like to do everything. My team has to talk me out of stuff.
[27:46] Bill Campbell: You could roll a grenade into Twitter at 5:30 p.m. and only take out the cleaning people.
[30:41] Dick Costolo: It seems like you don't like working here. You should quit.
[33:01] Bill Campbell: Write down what you want to say and then say that and don't say anything else.
[33:01] Dick Costolo: Shut the [ __ ] up. Like the person knows you're about to like hit them over the head.
[38:43] David Rosenblatt: 6:00 a.m. wake up in a cold sweat.
[46:05] Dick Costolo: Advertising is undefeated
[56:37] Jeff Bezos: Jack, there are lots of different ways to be successful.
Original transcript
[0:00] I just felt like Twitter was such, such
[0:02] a drama. Twitter was like the drama
[0:05] queen of hyper growth companies.
[0:09] >> Yeah. You know, it was like when I took
[0:11] over a CEO, that year the Twitter bird
[0:14] had hanged itself and exploded on two
[0:17] different magazine covers. So, I went up
[0:19] to our head of communications, Gabriel
[0:21] Stricker, and I was like, "Gabriel,
[0:22] great news. Next year's goal, no dead
[0:25] birds on magazine covers." You know, low
[0:28] bar.
[0:29] >> Yeah.
[0:37] >> [music]
[0:47] >> Everybody, we have Dick Costolo on the
[0:49] show. He's a rare bird in Silicon Valley
[0:51] these days. Uh he was CEO of Twitter,
[0:54] but he was the third CEO. The first one
[0:56] was Jack Dorsey, who you probably met on
[0:59] the pod a couple weeks ago. Uh the
[1:01] second was Ev Williams, the other
[1:03] founder.
[1:04] And Dick took over as COO, and then
[1:07] ultimately as CEO of Twitter, and he ran
[1:09] it for five years. It was a really
[1:11] extremely fast-growing organization.
[1:14] They created a category. Uh didn't have
[1:16] a revenue machine, and was famously
[1:18] dysfunctional. I think Dick did a really
[1:20] nice job, and he was sort of the adult
[1:22] in the room.
[1:24] And he kind of ran the scale-up CEO
[1:26] masterclass. He talks all about it in
[1:27] this podcast. He talks about increasing
[1:29] velocity of decisions and execution,
[1:31] which is tricky as you scale. He talked
[1:34] about how he managed by walking around.
[1:36] This is something I did. I think it's a
[1:37] really good idea.
[1:39] He talked about how do you give very
[1:41] tough feedback to very tough people.
[1:43] There's some gems in there.
[1:45] Dealing with the press, particularly
[1:46] press that doesn't like you.
[1:48] Um he talks about focus
[1:50] and how much focus you really need need
[1:53] in the era of AI where you can build
[1:54] stuff so quickly.
[1:56] He talks about how do you manage the
[1:57] forest instead of fighting all the
[1:59] fires. He's got a lot of wisdom in here.
[2:01] He also talks about his regrets,
[2:03] including a whopper, his regret in not
[2:05] acquiring Instagram. That one hurt. If
[2:08] you're scaling your 100 employees,
[2:09] you're ripping, growing fast, you've got
[2:11] a lot of growing pains, maybe you feel a
[2:12] little lot of control,
[2:14] this episode's for you.
[2:16] Welcome to the show.
[2:17] Thanks for having me. Appreciate it. I
[2:19] want to wind the clock back to Twitter,
[2:21] of course. Of course.
[2:23] I watched the documentary recently.
[2:26] And
[2:28] Was it the one I was in? Yes. I thought
[2:30] you were really good in it.
[2:30] >> Oh, thank you. Great. You're great. You
[2:32] were great in the documentary of
[2:34] yourself.
[2:35] >> came off as rational and and
[2:37] knowing what the hell you were doing.
[2:39] But you're in a long line of interesting
[2:41] CEOs of Jack Dorsey and then Ev Williams
[2:43] and yourself and Jack Dorsey and Parag
[2:45] and Elon Musk.
[2:47] >> and don't forget um, you know,
[2:49] that Elon's hired hired hand, Linda
[2:51] Yaccarino.
[2:52] >> Okay. Of course. Of course. Um, you
[2:55] joined as COO. What was the pitch?
[2:58] What was the pitch to me?
[2:59] >> Yeah. Ev pitched you.
[3:00] >> yeah, Ev pitched me. The pitch was The
[3:02] initial pitch was I'm taking um,
[3:05] paternity leave for a couple weeks. I,
[3:07] Ev Williams, am taking paternity leave.
[3:09] Need someone to come in and like just
[3:11] hold down the fort for a couple weeks
[3:13] while I'm, you know, out. Interim? Yeah,
[3:15] interim. Would you Would you do that?
[3:17] And but then while we were having that
[3:18] discussion, um, he's like, "Well, what
[3:21] if it was permanent? You know, what if
[3:23] you were COO?" And I was going to go
[3:24] start another company. So,
[3:26] rewinding the clock a little bit
[3:27] further, I'd sold my previous company
[3:29] Feedburner to Google. It's where I
[3:31] rebumped into the um, Twitter guys cuz
[3:35] they were all there from Blogger and
[3:36] getting ready to leave and start Odeo,
[3:38] which became Twitter. Anyway,
[3:41] uh, I'm leaving now. I'm leaving Google
[3:43] a couple years later. Ev texts me that.
[3:45] I was like, "Ah, I'm going to go start a
[3:46] I'm going to go start another company
[3:47] again."
[3:48] Um, with one of my Feedburner one or
[3:49] more of my Feedburner co-founders. And
[3:51] then Ev "What if it was What if it was
[3:54] permanent? What if you were COO?"
[3:57] And Twitter was already So, it's it's
[3:59] two It's summer 2009. It was already
[4:02] like had hit the you know, Ashton
[4:04] Kutcher and Oprah Winfrey are, you know,
[4:07] fighting for the Who's going to get a
[4:09] million followers?
[4:11] I can see why you wanted to do it.
[4:12] >> But zero zero revenue model. Zero
[4:15] business model. All the articles were,
[4:17] "Sure, Twitter's interesting, but it'll
[4:18] never They don't have a business model.
[4:20] They'll never make money." Yeah.
[4:21] And I just kind of had the Man, you
[4:24] don't get an opportunity to go into
[4:25] these to get on these rocket ships. And
[4:28] when you get a get the opportunity, you
[4:29] should do it. So, I did it. So, it was
[4:31] famously dysfunctional and chaotic. I
[4:34] assume you knew that going in. Was it
[4:37] much more so than you thought? Or was it
[4:41] about what the press was saying?
[4:43] It's always both, you know. Um it was It
[4:46] was The things that were different were
[4:49] um
[4:50] It was very much um a collective, by
[4:53] which I mean like decisions were kind of
[4:55] made as a group. Yeah. It wasn't Okay,
[4:58] well, you're responsible for
[4:59] engineering. I don't know. Make it
[5:01] figure it out and, you know, figure out
[5:03] what the right answer is. Or
[5:04] >> Should we, you know, have Should we make
[5:07] retweet a native thing or should it be,
[5:09] you know, just you write You had to
[5:10] write RT at the time and then rewrite
[5:12] the tweet? I remember that. And And
[5:14] there was a discussion about, "Well,
[5:16] should we just have retweet be a thing
[5:17] you can do in Twitter?"
[5:20] And it would be kind of sit around the
[5:21] table and talk about it and decide.
[5:24] Okay.
[5:25] >> You know, so there So, things
[5:28] moved methodically as a diplomatic way
[5:30] of putting it. I see. And decisions were
[5:33] reached over a period of time. It was
[5:35] chaotic and then it was also just um It
[5:38] was just We just didn't It just didn't
[5:40] move very quickly. It was didn't move
[5:41] quickly at all.
[5:43] In the In the documentary, it went
[5:44] through the
[5:47] you know, pushing out and giving you the
[5:49] CEO job. It sounded awful, the whole
[5:53] process. It was awful.
[5:55] >> What's your side of it? What was What
[5:56] was going on? What's your
[5:57] >> really have a side of it other than it
[5:58] was an awful like it's it's, you know,
[6:00] these things in hindsight are all It
[6:02] happened very very quickly. It happened
[6:04] super slowly and painfully and and
[6:07] um
[6:08] you know, I was informed like in the
[6:11] driving rain on the road home by, you
[6:14] know, Evan and Jason that the board has
[6:16] decided that you should be the CEO, but
[6:19] I hadn't been told. And then Bill
[6:21] Campbell called me and like
[6:23] you should just quit, you know, and then
[6:25] and then I was like, "Well, why am I
[6:27] quitting?" you know, and like anyway, it
[6:29] went and then this went and then like
[6:31] the board decided actually no, Ev was
[6:32] going to remain CEO,
[6:34] um but you've been great and we're going
[6:36] to vest a bunch of your options and so
[6:38] long.
[6:38] >> Okay. And then I mean, no kidding, over
[6:41] many many days and weeks. And finally
[6:44] [clears throat] I was like, "Listen,
[6:45] just write up the separation agreement
[6:47] and you know, I'm good. I'm good. Like
[6:50] whatever. I'll go find some I'll go do
[6:52] something else. And then, you know, to
[6:54] make a long story short, the board got
[6:56] back together was like, "Oh, no, no, no,
[6:57] no. Remember Bijan Sabet from Spark
[7:00] texted me, 'Don't quit.'" Okay. Like I
[7:03] was like, "I'm not quitting. Like
[7:05] >> [laughter]
[7:06] >> Okay.
[7:06] >> You guys told me you wanted me to leave
[7:08] cuz Ev was going to stay. Anyway, it was
[7:10] super crazy.
[7:11] >> Yes. Um and there was obviously a ton of
[7:13] stuff going on. And anyway, um long
[7:16] story short, they're finally like,
[7:17] "Look, you got to do it." Anyway, and
[7:19] you know, a give really long story
[7:21] short, I was like, "All right, I'll I'll
[7:23] stay and do it." Okay, you take over.
[7:26] Um
[7:27] you're the adult. What did you do
[7:29] initially? Yeah. Like it's very tricky
[7:32] in this situation. Yeah. And I think the
[7:35] current the existing founders are
[7:36] hanging around probably
[7:38] it looking over your shoulder if not
[7:39] breathing down your neck.
[7:40] >> Well, Jack was the chairman of the
[7:42] board, still. Ev had made Jack chairman
[7:44] of the board when he made himself CEO.
[7:46] Um Ev's still on the board. So, two of
[7:48] the founders, Ev and Jack, are still on
[7:51] the board. And Biz was in the company.
[7:53] >> And Biz is in the company, and Jason
[7:55] Goldman's in the company running
[7:56] product, and you know, and a bunch of
[7:57] other people. Um
[7:59] the the
[8:01] the first thing that I felt, and I've
[8:03] I've sort of foreshadowed this, the
[8:05] first thing that I
[8:07] just felt we had to do was like velocity
[8:09] velocity velocity. And and that remained
[8:12] a concern of mine throughout my time
[8:14] there. Like, faster faster faster
[8:17] cadence cadence cadence. Like, how can
[8:18] we go faster? Why do things take so
[8:20] long? If this takes 6 weeks, what could
[8:22] have What would have to be true for it
[8:24] to be 2 weeks? Yeah. We just
[8:25] did stuff like that constantly cuz I was
[8:28] always like, man, this is like dental
[8:30] surgery. But it was starting from a
[8:32] position of
[8:33] we're not going to make we're not going
[8:35] to sit around the table and vote on
[8:36] things anymore. I remember vividly um
[8:40] the statu- like the status line changed
[8:42] from like, what are you what's going on
[8:44] or what's happening to something else?
[8:46] Or maybe it changed to what's happening.
[8:48] I don't even remember. I wasn't even
[8:49] involved in it.
[8:51] And one of the front end engineers, Bret
[8:53] Svedberg, came into my office and was
[8:54] like, "Hey man, what's going on?" I was
[8:56] like, "What are you talking about?" He's
[8:57] like, "The status bar changed to what's
[8:59] happening." Mhm. I was like, "Okay."
[9:01] Mhm. He's like, "I didn't know one asked
[9:03] me, you know, what I thought about
[9:05] that." And I was like, "Oh man, yeah,
[9:06] we're not doing that anymore."
[9:08] >> [laughter]
[9:08] >> Mhm. Like, it's going to start being
[9:10] There's going to start being a lot more
[9:11] of that. So, that was thing number one.
[9:13] Okay. Thing number two was there were a
[9:16] set of operating principles um that were
[9:19] written on a whiteboard that Biz had
[9:21] been involved in with either either on
[9:23] his own or with other people. But they
[9:27] were like
[9:29] You know like sometimes you'll get on a
[9:30] United Airlines flight or whatever and
[9:32] they'll say, "Here at United Airlines,
[9:33] we believe in integrity and honesty."
[9:35] I'm like, "Okay, who cares?" Like, that
[9:38] doesn't help me. That tells me nothing
[9:40] about you.
[9:41] >> company sounds exactly the same.
[9:42] >> whatever. And also, it doesn't help me
[9:44] make any decisions and these things are
[9:46] meaningless and they're usually
[9:47] weaponized against management by like,
[9:50] you know, well, it says right here.
[9:52] Anyway, so I was like, all right, we got
[9:53] to get rid of these things. They're like
[9:55] they're like not useful. They're costly.
[9:58] >> Uh, no, they didn't really. And so, got
[10:01] rid of those. I like there was there
[10:03] were just
[10:04] Um, I remember there were just like
[10:07] everything was just kind of like messy,
[10:09] you know? I remember um, there was this
[10:11] kitchen and there was like it was just
[10:12] kind of a mess. There were like dirty
[10:14] dishes in the sink and everything. And I
[10:16] think I sent out an email. I was like,
[10:18] this is why the this is why the [ __ ]
[10:20] site crashes. Like
[10:22] you may you don't you may not get it,
[10:24] but like this this is why the site
[10:25] crashes cuz everything's just kind of
[10:27] [ __ ] like, oh well, someone else will
[10:29] clean it up. And I was like, this is
[10:30] ridiculous.
[10:32] And it was just try I just tried to get
[10:33] this sort of like, we're not going to do
[10:35] this like
[10:36] oh well, we'll get them next year stuff
[10:38] anymore. There was a poster
[10:40] on one of the floors that was like,
[10:42] we'll make better mistakes next time or
[10:44] something like that, you know? And I was
[10:45] like, you get that poster out of here.
[10:48] It's not I don't really care about it,
[10:49] but it's just sort of indicative of, oh
[10:52] well, you know? And then the site would
[10:53] crash again and people would go like, oh
[10:55] well, we'll we'll figure it out, you
[10:56] know? We'll hopefully it won't happen
[10:58] again next you know, next year,
[11:00] whatever. So, it was a lot of cleaning
[11:02] that up and a lot of velocity velocity
[11:04] velocity. All any CEO wants to talk
[11:07] about now is speed. In particularly like
[11:09] companies seem to slow down as they are
[11:11] in hyper growth.
[11:12] >> Yeah, because you
[11:13] >> It's like you get bigger and get more
[11:14] less done. Yeah. You because barnacles
[11:17] build up on your you get like
[11:19] organizational barnacles.
[11:21] >> Yeah. You know, so a couple things.
[11:23] Initially, when we were smaller, this is
[11:25] sub sub 200 people,
[11:27] what I did to speed things up was one,
[11:30] we're not going to make decisions as a
[11:32] group. We're going to push decisions
[11:33] down the stack. By the way, I don't have
[11:34] to be like don't come to me and ask me
[11:36] what you should do about this unless you
[11:38] have no idea and want my opinion. Like
[11:41] figure it out. You know, and and and
[11:42] don't tell your team what to do. Tell
[11:44] them to figure it out and push as many
[11:46] decisions down the stack as you can. And
[11:48] I don't want to hear, you know,
[11:50] I remember I would talk to Jack Dorsey
[11:52] at these dinners we would have from week
[11:54] to week when he was chairman and was CEO
[11:56] of Block down the street from us. We
[11:58] would get together on Tuesday nights and
[12:00] have
[12:01] And I remember telling him, "God, I hate
[12:04] hearing Dick said in the company as a
[12:06] reason for things." Cuz what would
[12:08] happen was let I'll give you an example.
[12:11] I remember this example
[12:14] really well. The Android app
[12:18] started taking longer and longer and
[12:19] longer to boot. And so we had a we would
[12:21] have a metrics meeting. I was like, "Hey
[12:23] man, the you can see the usage numbers
[12:26] going down almost linearly with Android
[12:29] boot time going up. People are firing up
[12:31] Twitter and it's taking too long and
[12:32] they're going to move on to something
[12:33] else." Like over here on iOS,
[12:36] that doesn't happen. It's got to be the
[12:38] same boot. It's got to take just as long
[12:40] to boot Android as it does iOS. Okay.
[12:42] So,
[12:44] two, three nights later, week later, I'm
[12:46] walking around like one of the
[12:47] engineering floors after hours
[12:49] and this Android engineer comes up to me
[12:51] and goes, "Hey, can I ask you a
[12:52] question?" Like, "Yeah." He goes, "Hey,
[12:54] did you say um remove the JSON file from
[12:57] the Android boot system?" I was like,
[13:00] "I didn't. I know what a JSON file is,
[13:02] but I couldn't tell you what's in the
[13:03] Android boot JSON." And he's like,
[13:05] "Okay, because I was told Dick said
[13:08] remove that." And I and I was like,
[13:10] "Aha, I think I know what's going on
[13:11] here." Right? And you this would happen
[13:13] throughout the company. Some manager
[13:15] director decides, "Here's a way to solve
[13:18] this problem." And the engineer pushes
[13:21] back against them. And they just go,
[13:23] "You know what? Dick said do it."
[13:25] >> Yep. And it became like this reason for
[13:28] doing things. So, part of the speed was
[13:31] now we're not going to have someone so
[13:33] said. It's push the decisions down the
[13:36] stack. And by the way, if your team
[13:37] makes a decision and you can't defend it
[13:39] to your manager, like that's
[13:42] don't go well so-and-so said. Like have
[13:44] the engineer talk to the director,
[13:45] whatever.
[13:47] The second thing I did as we got bigger
[13:49] and bigger
[13:50] is I started realizing
[13:53] oh, the organization is slowing down
[13:56] because there are all these fiefdoms in
[13:58] the organization that want that want
[14:00] like ball control over their stuff. Mhm.
[14:03] So, Very common. Very common. So, So,
[14:06] here's here was here was how it
[14:08] surfaced. Um we ran an experiment and I
[14:11] was like, "Oh, this is actually really
[14:13] super interesting. What are the
[14:15] hypotheticals about what this experiment
[14:16] would do in production?" The engineer
[14:19] runs through it in an experimentation
[14:20] meeting. Like great, let's go ahead and
[14:22] launch this to, you know, X percent of
[14:24] users and see what happens.
[14:25] >> Yeah.
[14:26] One week, two week, three weeks go by
[14:28] and I'm like, "Hey, where's the I'm like
[14:29] looking at the app. I'm like, "Where's
[14:31] the you know, where's this engagement
[14:33] experiment we're running?" And I find
[14:35] the engineer he's like, "Oh, um I'm
[14:37] waiting for um you know, trust and
[14:39] safety to sign off on I'm like, "What?"
[14:42] It's like, "Oh, yeah. Well, I asked a
[14:43] so-and-so if we could launch the if
[14:46] ready launch
[14:47] and they didn't say no, but they said
[14:49] you have to go get approval from years
[14:51] of security and I started realizing that
[14:55] that when people would try to go do
[14:57] something
[14:59] they wouldn't be told no, you can't do
[15:01] that.
[15:02] They It was something much, much worse
[15:04] and slower than that.
[15:05] >> You need approval from security
[15:06] >> to get from
[15:07] You got to go ask these four people.
[15:09] Go ask these 14 people and if they all
[15:12] say yes Okay, everyone's got this
[15:14] problem. How do you fix it? I So, the
[15:16] what I what I did was um
[15:18] it's very similar to what uh Bezos used
[15:20] to do at Amazon with biased action. I
[15:22] had to It was from my improv background.
[15:25] I was like, we're going to have a bias
[15:26] to yes. And bias to yes is only your
[15:30] direct the person you report to
[15:33] is allowed to tell you you're not
[15:34] allowed to do that. Or or legal can tell
[15:36] you, if you do that you'll be fired
[15:38] because it's illegal and a violation of
[15:40] the privacy policy. But no other
[15:42] organization, period, is allowed to tell
[15:45] you you can't do that or you need to go
[15:48] ask these people for permission. Just
[15:49] your direct manager. And that means if
[15:52] you have an idea for an experiment and
[15:53] your manager signs off on it and you
[15:55] have time to do it because you're done
[15:56] with whatever else you're working on,
[15:58] no one can tell you you can't do that.
[16:00] Or,
[16:01] you know, the marketing team's not
[16:03] allowed to tell you you can't use the
[16:05] Mailchimp software we license cuz that's
[16:08] the marketing team's, right? And so bias
[16:10] to yes was
[16:12] I don't want to hear about something
[16:14] being stalled because organization X
[16:17] said you have to go to get approval from
[16:18] organization Y. And that was great.
[16:20] Experiments started flying out the
[16:22] flying out um
[16:25] in fact, engineers started going like,
[16:27] wait, I don't have to necessarily get
[16:29] design to build all these wireframes for
[16:31] something. I can just do it myself since
[16:33] we're only launching it to 1% and see if
[16:35] it works. And so that was just great. It
[16:38] worked [clears throat] throughout the
[16:38] organization and I would repeatedly get
[16:41] on stage at all-hands meetings and like
[16:43] talk about like bias to yes and what it
[16:45] means and what it doesn't mean. Doesn't
[16:46] mean you can go do stop doing what
[16:48] you're supposed to do because it's
[16:49] priority and do whatever you want to do
[16:51] uh cuz your manager's going to go like,
[16:53] if you do that, I'm going to fire you
[16:54] cuz, you know, the you're being
[16:56] >> Okay. No group decisions. No group
[16:58] decisions. DRIs.
[17:00] >> And bias to action. Anything else that
[17:02] all these CEOs I work with are like,
[17:04] we're slowing down. How do we speed up?
[17:06] Yeah. Don't solve problems with
[17:08] processes.
[17:09] So, it happens all the time in
[17:11] organizations. Like, some customer
[17:13] problem happens, the customer churns
[17:16] out, or the advertiser quits yeah, and
[17:18] the CEO goes, "That can never happen
[17:20] again." You know, and so what happens?
[17:23] Some step gets added to some process
[17:26] that's like, "Before you do" I remember
[17:29] Google famously the launch checklist got
[17:31] to be like 17 pages long or something
[17:33] and Larry was like, "This is insane."
[17:35] [laughter] I was like, "Yeah, it's cuz
[17:36] you know, it's like the FDA never
[17:38] another thalidomide or or the TSA like
[17:41] make sure there's no water bottle on the
[17:42] plane." And pretty soon you're not
[17:44] managing to outcomes, you're managing to
[17:46] the processes and you got to go through
[17:49] nine steps before you, you know,
[17:51] Yeah, instead instead of just managing
[17:53] to the outcome of make sure there's not
[17:54] a bomb on the plane. So, the way we did
[17:57] that you way you do that is you solve
[17:59] problems with
[18:00] DRIs, operating control, and not
[18:03] processes.
[18:04] You should probably only really have a
[18:07] a couple organizational processes and
[18:09] everything else should be span of
[18:11] control and and
[18:12] decision making.
[18:14] When you do that, you can't
[18:17] and this was a this was something I had
[18:19] to
[18:20] under come to understand and and
[18:23] adapt to. When you do that,
[18:26] you can't punish people when things go
[18:28] wrong.
[18:29] You you want them to take risks. You
[18:31] want them to be bold. You want them to
[18:33] have this
[18:34] bias to action and doing things and not
[18:37] going around and asking for tiptoeing
[18:38] around and asking for permission.
[18:40] But, one of the implications is you
[18:42] can't punish people for making mistakes.
[18:43] And I would got to the point where I was
[18:45] I would tell the team
[18:48] it's not the job of leadership to
[18:49] prevent mistakes from happening. It's
[18:51] the job of leadership to correct
[18:52] mistakes quickly when they happen. So,
[18:54] if you screw something up, like by all
[18:55] means tell us so we can help you fix it,
[18:58] but no one should get in trouble for
[18:59] screwing something up or making a
[19:00] mistake. And I I didn't come to that
[19:02] immediately, but I
[19:04] came to realize that that was an
[19:05] important artifact if you will of
[19:08] pushing decisions down the stack and
[19:10] bias to yes and we're not going to have
[19:12] lots of processes.
[19:13] >> Love it.
[19:14] Um so many of the CEOs I work with, I
[19:17] just was at a
[19:18] I won't say the company, but here in New
[19:20] York City and spoke at their company
[19:22] meeting. And here's how I would just
[19:23] describe every company when it's call it
[19:26] under 50 employees, everybody knows
[19:28] what's going on all the time. When it's
[19:30] over 150 employees, nobody knows what's
[19:32] going on anytime.
[19:34] >> Yeah. How did you
[19:36] fix How did you scale communication,
[19:39] keep people on page?
[19:40] Tell me a little bit about the
[19:41] management by walking around. Yeah,
[19:44] well, I did two things. Um first of all,
[19:47] I taught this management class at
[19:49] Twitter. It was actually based on Ben
[19:51] Horowitz teaching a management class at
[19:53] Loudcloud. Fascinating.
[19:55] >> Um
[19:55] and Ben had in his outline from his
[19:59] management class a statement that I like
[20:02] highlighted and underlined and circled
[20:03] three times. It was make sure everybody
[20:06] understands what you understand.
[20:08] Okay. So, I would always tell my
[20:09] managers that. Like, your job is to make
[20:12] sure everybody understands what the
[20:14] priorities are
[20:15] and
[20:16] what it means for them and their team,
[20:19] how they fit into those priorities, and
[20:21] and more importantly for your team, what
[20:24] it means for them personally and
[20:25] professionally if we achieve what we
[20:27] have to achieve. Those Those kinds of
[20:29] things are great. I remember somebody
[20:30] telling me a story of taking a factory
[20:33] tour at a Tesla shop and seeing some guy
[20:35] who's like screwing a widget into the
[20:37] car and asking the guy like, "What What
[20:39] are you doing?" And And the guy didn't
[20:41] just say screwing the widget into the
[20:42] car. He said, "Well, if I do this and
[20:45] we're able to build these kinds of cars
[20:47] and these kinds of cars can become more
[20:48] popular in America." I mean, the guy
[20:50] understood the story and I thought that
[20:53] was great. It's It's like the analogy
[20:55] somebody asked a bricklayer what he's
[20:56] doing and Yeah. the bricklayer says,
[20:58] "Well, I'm laying bricks." And the other
[20:59] bricklayer says, "I'm building a
[21:00] beautiful cathedral." I love that.
[21:03] >> Yeah, like you want people to under I
[21:05] mean, how much more motivating is it to
[21:07] work in a company where you know if I'm
[21:10] successful in my work, I understand what
[21:12] the implications are for the for both me
[21:14] personally and the company.
[21:16] >> and context.
[21:17] >> Priorities and context. Um Good news
[21:19] travels fast, bad news travels slow. And
[21:21] it's slow as the org gets bigger it
[21:23] slows down. And the and the signal gets
[21:25] distorted. Yeah. How does CEO deal with
[21:27] that?
[21:27] >> Yeah. I said earlier,
[21:29] it's not the job of leadership to
[21:31] prevent mistakes from happening. It's
[21:32] the job of leadership to help correct
[21:33] them quickly when they happen. So I
[21:35] would always communicate, you got to
[21:36] tell leadership if something screwed up.
[21:38] If you're if your situation is screwed
[21:40] up or your team or some decision is a
[21:42] mess, you have to communicate that
[21:44] constantly. Um and then secondly,
[21:48] I would regularly communicate the
[21:50] priorities to the team over and over and
[21:52] over at all hands meetings. Here's what
[21:54] the priorities are that we're working
[21:55] on. This is how we're going to measure
[21:57] them. This is why they're important. And
[21:59] this is what they mean for us as a
[22:00] company if we're successful. You always
[22:02] wanted peo- I always wanted people to
[22:04] understand not just what we had to do,
[22:06] but why it was important to do it. And
[22:09] and I think that scaling communication
[22:10] architecture is like one of the most
[22:13] important things in any company. And
[22:16] part of it is
[22:18] never saying because so-and-so said.
[22:21] That's not context. That doesn't help
[22:22] your team understand context for why
[22:24] some decision was made or what or what
[22:26] they should do or how they should go do
[22:27] it. Um so that combination of pushing
[22:30] decisions down the stack, making sure
[22:32] that everybody understands what you
[22:34] understand, and that a lot of that is
[22:36] context, and always communicating
[22:38] problems or issues up the stack as a
[22:40] means of helping get helping get it
[22:42] resolved quickly were the ways we dealt
[22:44] with that. One last thing that I picked
[22:46] up from Ste- a Steve Jobs trick.
[22:48] >> Okay. So
[22:49] >> a Steve Jobs trick.
[22:50] >> Yeah. So when Steve was managing both
[22:52] Pixar and Apple. So at the So he's CEO
[22:56] Pixar still, but now he's back in the
[22:58] he's back in the seat at Apple. So now
[23:00] he's only at Pixar one day a week
[23:02] because there's all this stuff I got to
[23:04] go fix at Apple.
[23:05] So, they're making like Toy Story 2. And
[23:08] what Steve would do, so he's got one day
[23:09] to come up to speed on what the heck's
[23:10] going on at Pixar. So, he'd go go into
[23:12] the office on Friday and he would say,
[23:14] "All right, today I want to sit down
[23:15] with like the um illustrators, you know,
[23:19] without Lasseter, the director of the
[23:20] movie, John. Without Lasseter in the
[23:22] room. I just want to sit down me and
[23:23] the, you know, illustrators." And he
[23:25] would go around, there's like eight or
[23:26] nine or whatever of them. He'd say, "You
[23:28] know, Janet, um tell me something that's
[23:29] not working well at Pixar."
[23:31] >> Yep.
[23:32] And then, you know, "Bob, do you agree
[23:33] with that?" You know, taking notes like,
[23:35] "Okay, Phyllis, tell me something that's
[23:37] working well at Pixar. Not on the movie,
[23:39] not about your job, you know."
[23:41] And at the end of the meeting,
[23:43] 45-minute, 1-hour meeting, he'd say,
[23:44] "Okay,
[23:45] here's what I heard. Um you know,
[23:47] people are having these kinds of issues.
[23:49] This is going really well. I'm going to
[23:51] go talk to John about it and he'll deal
[23:53] with it on he'll deal with the rest of
[23:54] this on Monday. You know, you can follow
[23:56] up with him." So, he's not saying, "Oh
[23:58] yeah, that sucks" or
[24:00] or, you know, "No, you're wrong" or
[24:02] whatever. He's taking notes,
[24:04] making sure he hears everything that was
[24:05] said, and then going talk to Lasseter
[24:06] about it. I started doing that with
[24:08] teams. You quickly find out if that team
[24:11] knows what the priorities are, is in
[24:14] sync with what you're hearing from the
[24:16] leadership of that team. And some of the
[24:18] leaders of the company hated it. And I
[24:19] was like, "Well, now I'm concerned about
[24:21] why you why you hate it cuz yeah." But,
[24:24] I wouldn't, you know, you're not in that
[24:26] meeting doing things like throwing the
[24:27] director under the bus. You're going,
[24:29] "Okay, here's what I heard. I'm going to
[24:30] go talk to my management team about it
[24:32] on Monday and, you know, Chris or
[24:33] whoever will follow up with you guys."
[24:34] Let me switch to you on priorities. So,
[24:36] all these CEOs I coach, they have their
[24:38] list of priorities, it's January 1, but
[24:40] holy my god, there's so much
[24:41] opportunity, so much interesting stuff,
[24:43] and this employee has this thing going
[24:44] on.
[24:45] How often did you rejigger those
[24:47] priorities? Were you were you
[24:48] disciplined about it over the course of
[24:51] whatever that period was?
[24:52] >> You can rejigger them once in a while.
[24:54] But, once in a while? know, like, you
[24:56] know, if you've got four and huge
[24:58] priorities for the first four to five
[25:01] months of the year, you can't you can't
[25:03] get to to February and go these two are
[25:05] stupid and we're you know, once or twice
[25:08] a year you can go at this one is let's
[25:10] let's actually change that one to this
[25:12] other thing.
[25:13] If you start doing it regularly, people
[25:15] are like, well, we can get to work on
[25:17] the direct messaging architecture, but
[25:19] Dick's probably going to you know, 50/50
[25:21] he's going to change you just can't do
[25:22] stuff like that. By the way, that's
[25:24] another way companies slow down is
[25:26] because people are just like, look, I'm
[25:27] not going to bust my ass on this thing
[25:29] when there's a 50% chance Dick's going
[25:30] to throw it out the window in in a
[25:32] month.
[25:33] >> Yes. Let me test something on you. A lot
[25:34] of these hyper-growers
[25:37] it used to be that there were a lot of
[25:39] one-way doors in the software industry.
[25:40] Stuff took a long freaking time to get
[25:43] out the door even to test.
[25:44] >> Yeah. And you had to kind of do things
[25:46] serially. Now you can do so much so fast
[25:51] and so they're just doing more and it's
[25:52] more parallel and a lot of those one-way
[25:54] doors are two-way two-way doors. Is
[25:56] focus overrated now?
[25:57] No.
[25:58] Focus is focus I don't think focus is
[26:01] ever overrated. However,
[26:03] I however, the fact that you can do more
[26:06] quickly and since they're two-way doors,
[26:08] you're like, great, no I mean, this is
[26:10] the old Jeff Bezos
[26:12] only take a long time to make decisions
[26:14] that are existential. Like, we might die
[26:16] as a company if we make the wrong
[26:17] decision. There's fewer and fewer of
[26:19] those. This decisions that can be like,
[26:21] if it doesn't if we screw it up, we can
[26:23] go back and do the other one.
[26:25] Do those right away. So, focus is is
[26:27] still important, but it's also true that
[26:31] you should feel you should feel like you
[26:33] can do a lot more now with less because
[26:35] you can. There was a point in 2011 when
[26:38] we wanted to try to get Jeff Bezos to
[26:39] join the board of the company.
[26:41] Like, we have an independent seat open,
[26:43] who would be the best possible
[26:44] independent director? Jeff Bezos. So,
[26:47] Jack and I go meet with Jeff Bezos. I
[26:50] think it was like at the Allen &
[26:51] conference or something like that. And
[26:53] Jeff asks a question about strategy.
[26:56] And [snorts] Steve Jobs was still alive
[26:58] at the time, and Jack said, "Well, Steve
[27:00] says the most important part about being
[27:03] a CEO is focus. And you should say no to
[27:06] almost everything. And it's in fact it's
[27:08] the it's the CEO's job to be the editor
[27:11] in chief, and you should say no to
[27:13] almost everything and do very, very few
[27:15] things."
[27:16] And Bezos looks at Jack and goes, "Oh,
[27:18] yeah? Well, I like to do everything."
[27:21] >> [laughter]
[27:22] >> And he does the big Bezos laugh. And he
[27:25] goes, "My team has to talk me out of
[27:27] stuff."
[27:28] >> [laughter]
[27:29] >> He goes, "You know, there's lots of ways
[27:30] to be successful." And I remember that
[27:32] like it was yesterday, and he's right.
[27:35] Um there's many ways to climb the
[27:37] mountain. I think it's true that today
[27:39] he would say, "Great, I can do even more
[27:41] now." We can still We can still be
[27:43] focused, but I can do even more things.
[27:45] I think those I think those things can
[27:46] both be true. Okay, I just want to get
[27:48] back to some of your management
[27:49] techniques cuz I think they were great.
[27:51] This management by walking around was a
[27:53] very old school Hewlett-Packard concept.
[27:56] Just talk about It sounds like you did
[27:58] the same time every week, and okay. I
[28:00] did it at all hours.
[28:02] >> Okay.
[28:03] Mostly late night. I It started because
[28:07] um Bill Campbell, uh for people who
[28:09] don't know or listening to podcast, Bill
[28:11] was on the board of Apple and famously
[28:13] coached Larry, Sergey, and Eric at
[28:15] Google. I wrote a book about him called
[28:17] Trillion Dollar Coach. He the the
[28:19] Benchmark folks had also brought him
[28:20] into Twitter before I got there.
[28:22] Um and Bill um famously said um when I
[28:26] took over as CEO, like you could um
[28:29] roll a grenade into Twitter at 5:30 p.m.
[28:31] and only take out the cleaning people.
[28:33] >> [laughter]
[28:33] >> So, and he was and he was and he was
[28:35] right. So, I was like, "Okay, how do you
[28:39] You can't tell people You just can't
[28:41] tell people work harder." You know,
[28:43] they're like, "Okay, you work harder."
[28:45] You know? So, what I did was I just I
[28:48] mean it's so such a stupid thing, but I
[28:51] was like, all right. I'll walk around at
[28:53] night. I'm going to start
[28:54] I'm going to go out and get dinner. I'm
[28:56] going to come back at like 9:00 p.m.
[28:57] 9:30 p.m. I'm going to walk around and
[28:59] whoever's here, I'm going to talk about
[29:01] the stuff they're doing at the next
[29:02] all-hands meeting and I'm going to like
[29:04] I'm going to like bump up the
[29:05] prioritization of that.
[29:06] >> Yeah. And I remember like Marcel Molina
[29:09] @noradio on Twitter. That's a That's a
[29:11] little promotion for Marcel there.
[29:13] Marcel is always working late on stuff
[29:15] and I would like, "What are you working
[29:16] on?" And he'll be like, "I'm working on
[29:17] native retweet or whatever." And I would
[29:19] get up in front of the company and go
[29:20] like, "What Mar- the work Marcel is
[29:22] doing." And people are like, "How come
[29:23] How does he always know what Marcel is
[29:24] doing?"
[29:25] >> Okay. And the other people would go
[29:26] like, "Oh, Dick comes back after dinner
[29:27] at night and walks around and people
[29:29] slowly slowly slowly started [snorts] to
[29:33] change the culture of Okay, the people
[29:35] who are around when Dick's walking
[29:37] around are getting their stuff
[29:38] prioritized."
[29:40] I I did I I copied you. I walked around
[29:43] Friday afternoons.
[29:44] >> Yeah. And I I learned a lot.
[29:46] >> Yeah. And you Yeah, you So, I would just
[29:48] go, you know, up to engineers and go
[29:50] like, "What's going on? What are you
[29:51] working on?" Yeah.
[29:53] Um you have an interesting expression
[29:55] that I don't understand about forest
[29:58] fires in forestry management.
[30:00] >> Yeah.
[30:01] >> What the hell are you talking about?
[30:02] >> Yeah, I I had I was trying to help um a
[30:05] director in the company
[30:09] be more strategic. They were super
[30:11] tactical. Okay. And I was finally like,
[30:13] "Your like your job as a director as you
[30:15] grow grow in this company is
[30:18] you can't just say like, 'Well, I put
[30:20] out this forest fire and I put Like your
[30:21] job is to map the territory and start to
[30:24] do forestry management. Like, what are
[30:26] we going to do so that next year if
[30:29] there's a fire over here, that highway
[30:33] is not going to be in trouble?' Like
[30:35] you can only work so many hours a day
[30:37] and stamping out fires isn't going to
[30:39] work as we scale. You need to push those
[30:41] down the stack. Your team should be like
[30:43] fighting the fire that's over there
[30:45] because it might, you know,
[30:47] burn the house down or something. You
[30:49] need to be focused more on like thinking
[30:51] about this whole pie and what what's
[30:54] going to be true what has to be true 24
[30:56] months from now so that this whole pie
[30:58] is in this whole territory is in better
[31:00] shape. And I just That was the way I
[31:02] That was the metaphor I had for helping
[31:05] people try to think strategically versus
[31:07] like, well, I'm I'm doing, you know, I'm
[31:10] chopping down the trees. Look, I'm Look
[31:11] at all the trees. What That's not like
[31:13] leadership and strategy. That's tactics.
[31:15] >> that. Okay, now I get it. One of the
[31:17] people I connect you connected to
[31:20] connected with before interviewing
[31:22] you said something interesting about
[31:24] you. Oh boy, I can hardly wait. I'm sure
[31:26] most people did, but anyway.
[31:27] >> And And both sides of this are
[31:28] interesting. He's Both Both sides.
[31:31] >> He said,
[31:32] "You know, Silicon Valley, San
[31:34] Francisco, everyone's
[31:35] passive-aggressive.
[31:36] >> [snorts]
[31:37] >> And
[31:38] >> [laughter]
[31:39] >> So, I'm curious your take on that.
[31:41] Um cuz I'm I'm I I don't live in Silicon
[31:43] Valley. And the second thing he said,
[31:45] "Dick's not passive-aggressive. Dick's
[31:47] aggressive."
[31:47] >> Yeah.
[31:48] What's Give me both sides of that.
[31:50] >> Uh it's just like I'm super impa- I know
[31:53] this is a personal flaw, but I'm super
[31:55] impatient. Like people would come in and
[31:57] go, "Here's why I'm, you know, why I
[32:00] think or whatever. I'm sad." You know,
[32:02] like And they would start talking to me
[32:04] like, "Okay, stop." Like
[32:06] It seems like you don't like working
[32:07] here. You should quit. Okay.
[32:09] >> like, "No, I want to tell you why I'm
[32:10] sad." You know, like "Okay, I don't like
[32:13] I don't care.
[32:14] Who cares?
[32:16] I'm sorry. I'm not trying to be a jerk,
[32:17] but like we have a million things to do.
[32:20] I remember and then,
[32:22] you know, I just like
[32:24] This is I just direct and blunt with
[32:26] people. I'm not a jerk. You don't have
[32:28] to You don't have to People think like
[32:31] think a lot of times, especially maybe
[32:33] engineering leaders who, you know,
[32:35] come up in the organization like coding
[32:38] and programming and doing stuff on my
[32:39] own and I have to manage people. They
[32:41] think when you tell them you have to
[32:43] like look, you have to manage
[32:44] performance in your team and have to
[32:45] manage poor performance out. They think
[32:47] you have to be a jerk when you do that.
[32:48] You don't have to be a jerk about it.
[32:50] You just have to be direct about it and
[32:52] forthright and not, you know,
[32:54] no one's sadder than this about than me,
[32:56] you know, don't say stupid stuff like
[32:57] that. You know, you can be empathetic
[32:59] and still be straightforward. Okay, a
[33:01] lot of these CEOs I coach
[33:04] are in their they call it in their mid
[33:06] late 20s.
[33:07] Um
[33:08] and like in their whole life they
[33:10] haven't given
[33:11] they don't go to like mom, I got some
[33:13] feedback on dinner or like you're
[33:15] playing you're hogging the basketball.
[33:17] You've just never given a homo sapien
[33:19] feedback. It's unnatural.
[33:21] And advice for that CEO? Yeah, my advice
[33:24] for that CEO, Bill Campbell actually
[33:26] gave me this advice early on
[33:28] is like write down what you want to say
[33:31] and then say that and don't say anything
[33:33] else. So, the night before if you write
[33:35] back down the the honest feedback that,
[33:37] you know, I would give Brian especially
[33:39] if have to give Brian a bad performance
[33:40] review, the night before if you write it
[33:42] down
[33:43] I guarantee you 99 out of 100 people if
[33:46] they go into the meeting the next day,
[33:47] they don't say that. They're like,
[33:49] listen Brian. Instead they're like, you
[33:51] know, it's really hard time here for
[33:54] everybody. We're all working, you know,
[33:57] shut the [ __ ] up. Like the person knows
[34:00] you're about to like hit them over the
[34:02] head or something. And you also don't
[34:03] have to say like
[34:05] Hey Brian, that's just the way it is,
[34:06] you know, too bad if you don't like it.
[34:08] You just just write down what you want
[34:10] to say
[34:11] and be forthright and honest and, you
[34:14] know, you can say like I understand it's
[34:16] like you can't don't want to deal with
[34:17] it anymore. I get it.
[34:19] And say those things and don't add a
[34:21] bunch of fluff around it. I thought that
[34:22] was great feedback and I would do that.
[34:25] Sit with the silence.
[34:26] >> Yeah, sit with sit with the silence.
[34:27] >> Sit with silence is hard. Yeah, I so in
[34:30] unnatural it's unnatural. The best
[34:32] person so I used to do a thing in my
[34:34] management class where it was a 6-hour
[34:37] course. There was a ton of stuff in it.
[34:39] But one of the things I would do, it was
[34:40] about feed giving people feedback. And
[34:42] like, "Okay,
[34:44] like Brian, you're going to give Dick
[34:46] feedback and the feedback is you've been
[34:48] working on this thing for 6 weeks and
[34:50] busting your ass and you've been here
[34:52] until midnight every night and we have
[34:53] to cancel the project cuz it's no longer
[34:55] a priority. Yep. For what something
[34:57] horrible that no one wants to hear. Yep.
[35:00] You know, it's a made-up made-up of
[35:01] course. The only person who did the role
[35:03] play that was ever good at sitting in
[35:05] silence was Elad Gil, current venture
[35:08] capitalist. Elad sat in the chair and
[35:10] gave the person the feedback and and I
[35:13] and I say to the employee that I see
[35:16] before the role play, I kind of pull
[35:17] them aside and go, "You're You're this
[35:19] is [ __ ] and you're going to tell
[35:21] Dick and you don't want to hear this and
[35:24] it's it shouldn't be canceled. They need
[35:25] to look at the data. Whatever."
[35:28] And Elad was great at just sit there.
[35:30] It's hard. And then eventually the other
[35:33] person runs out of gas and stops, you
[35:36] know, talking. And Elad was great at
[35:38] that and the only person who ever did
[35:40] it. Okay.
[35:41] One of the things I want to ask you
[35:42] about is you had some very talented
[35:44] folks, some of which you brought in,
[35:45] probably others brought in like Adam
[35:47] Bain and Kevin Weil, Anthony Noto, Elad.
[35:50] Yep. How did you guys recruit? What did
[35:53] you look for? Are you looking for slope
[35:55] or experience? Like what was your
[35:56] filter?
[35:57] It's a great question. I always I
[35:59] actually tried to promote with from
[36:01] within as much as possible because you
[36:03] want people inside the company to feel
[36:05] like
[36:06] we're not like going to get capped out
[36:08] at which point, you know, I can only get
[36:10] to this level because anything above
[36:11] that Dick just goes out and finds
[36:13] someone. So Kevin Weil, for example, was
[36:15] promoted from within from an IC when I
[36:17] got there in 2009. Um well, there were
[36:20] only a few people in the 40 people or so
[36:22] in the company when I got there. Um to
[36:24] eventually running all of all of product
[36:26] um after running all all of that
[36:28] product. Um, so he was promoted from
[36:30] within. Noto was
[36:33] I just felt like Twitter was such such a
[36:35] drama. Twitter is like the drama queen
[36:39] of hypergrowth companies.
[36:42] You know, it was like constantly in the
[36:45] news. When I took over as CEO, that year
[36:48] the Twitter bird had hanged itself and
[36:51] exploded on two different magazine
[36:53] covers. So I went up to our head of
[36:55] communications, Gabriel Stricker, and I
[36:57] was like, "Gabriel, great news. Next
[36:59] year's goal, no dead birds on magazine
[37:02] covers." You know, low bar. Uh, anyway,
[37:05] but it was just constant drama and Noto
[37:09] was so good at Goldman Sachs where he
[37:11] ran technology and media at dealing with
[37:14] investors and communicating with them,
[37:16] etc., that I had been I had been trying
[37:19] for a while to bring him into Twitter
[37:21] and I was I was finally able to and he
[37:23] was, of course, he's he's fantastic. How
[37:25] about Adam?
[37:26] Adam was funny. Adam was a non, um, what
[37:29] we what you call a non-consensus hire
[37:32] when when I first recruited him because,
[37:35] uh, um, it was while I was COO and I
[37:38] went to, um, the board and Evan said, "I
[37:40] got the perfect person to run revenue at
[37:43] Twitter.
[37:44] It's this guy, Adam Bain. He's in LA and
[37:48] he works for Fox Interactive." And
[37:51] everyone [laughter] was like,
[37:53] "You're going to bring in someone who
[37:55] works
[37:55] >> selling ads. So you're going to want to
[37:56] bring in someone who works at Fox in LA
[37:59] and bring them to San Francisco to run
[38:02] our, like, you know, revenue side of the
[38:03] business?" But he was the perfect person
[38:05] to do it. I must have flown down there
[38:08] to LA
[38:10] for five or six months before I I could
[38:12] convince him to do it. Um, but I'd met
[38:15] him while we were in the process of
[38:17] selling FeedBurner and, um, his his
[38:19] employer, News Corp, was one of the
[38:21] interested parties before Google bought
[38:23] it and I got to know him and I was just
[38:24] like, man, this guy is like tireless.
[38:27] And we're going to be in like a constant
[38:30] dog fight and
[38:32] and fighting from behind against
[38:34] Facebook for social ad dollars.
[38:37] And Adam was just he's just like one of
[38:39] those people who's got a motor that
[38:40] doesn't stop and he was the perfect
[38:42] person for the role. There's an old
[38:43] adage
[38:45] uh fire fast
[38:46] >> Yeah. hire slow.
[38:48] >> Yeah. I always said that out loud. I
[38:49] didn't do that.
[38:50] >> [laughter]
[38:50] >> I didn't I fired slow and almost every
[38:53] time I was like, man, I should have been
[38:55] 6 weeks I knew.
[38:56] >> Yeah. Yeah. It was
[38:58] >> about that? Yeah, we I tried to hold
[39:00] myself accountable to that and it's
[39:01] horrible. Like there's nothing there's
[39:03] nothing worse than having to do
[39:04] something like that. I remember I one of
[39:06] my board members David Rosenblatt You
[39:09] know,
[39:10] I was
[39:10] I
[39:12] I was um I'm a little bit like, come on,
[39:14] when people are like, oh, I like firing
[39:15] people because you know, it's it's the
[39:17] right thing for them. Like that's just
[39:19] sounds like you're an [ __ ] cuz it's
[39:21] horrible.
[39:22] >> Um but you have to do it. Yeah. And um I
[39:25] remember asked David Rosenblatt cuz I
[39:27] had to terminate someone with global
[39:28] operating responsibility. I was like,
[39:30] wait a minute.
[39:31] If I fire him in the morning, the people
[39:33] in Japan
[39:35] are going to be in bed, but if I fire
[39:37] him in the afternoon, then the you know,
[39:39] what whatever. And so I was like, I got
[39:41] to figure out and and I was talking to
[39:43] my board about it and David Rosenblatt,
[39:45] who had been the CEO of DoubleClick
[39:47] before it sold to Google, was like, oh,
[39:48] I had to do that. I actually saved the
[39:50] calendar date from that cuz I had a
[39:52] whole series of communications I had to
[39:53] roll out. This is where now a couple
[39:55] thousand person company, etc.
[39:57] with like 30 offices around the world.
[39:59] So, I get his day I get his day of
[40:02] communications and the only thing I
[40:04] remember from it it's a whole you know,
[40:06] it's a whole layout of how to go about
[40:07] it. The only thing I remember from it is
[40:10] 6:00 a.m. wake up in a cold sweat. You
[40:12] know, it's just horrible. Uh you know,
[40:14] it's not fun. You can't wait till it's
[40:16] over. Um and you just have to be but you
[40:18] have to do it. And most Jeff Weiner's
[40:21] old analogy from he was LinkedIn CEO
[40:23] when I was running Twitter. Jeff Weiner
[40:25] would call it the um,
[40:28] for those of you who are baseball fans,
[40:30] he was like, you know, sometimes you're
[40:31] watching a baseball game and you see the
[40:32] pitching coach or the manager walk out
[40:34] to the mound and talk to the pitcher and
[40:37] the pitcher's like, "No, no, no, I
[40:38] Totally. Don't worry, coach. I still got
[40:39] it." And the manager walks back to the
[40:41] dugout and next guy cranks one out of
[40:43] the park again. And you can see the
[40:45] manager walking out like, I knew it. I
[40:47] knew it. And Jeff was like, "I never I
[40:50] always tell myself, don't be the manager
[40:53] having the first conversation with the
[40:54] person when you know what you should be
[40:56] doing is having the second conversation
[40:57] with the person." As a Red Sox fan, that
[40:59] really hits. [laughter] Really hits
[41:01] home.
[41:02] Uh, I think his example is actually
[41:03] Pedro Pedro Martinez from the Red Sox,
[41:05] but anyway.
[41:05] >> great little didn't take him out. Yes.
[41:07] Um, I work with all these hyper-growth
[41:09] companies. I think you do, too. What
[41:13] What are the pitfalls when you're in
[41:15] hyper-growth and what are your tips for
[41:17] the CEOs listening today who are growing
[41:20] incredibly fast? One of the real
[41:22] pitfalls, especially for these
[41:23] hyper-growth AI companies that are going
[41:25] from, you know, a
[41:27] single-digit revenue million to 10 to
[41:29] 100 million, um, is
[41:32] it's very, very easy to take your eye
[41:35] off the ball when you raise too much
[41:36] money. And by taking your eye off the
[41:38] ball, I mean we're thinking about
[41:40] operating leverage and operating
[41:41] efficiency. Because once you've once the
[41:43] money's there, you're like, "Don't have
[41:44] to worry about that. I'll go worry about
[41:46] this thing over here." And next thing
[41:47] you know, the you know, burn is like,
[41:50] "We have We know We have What are you
[41:52] worried about? We have It happens all
[41:54] the time. And Ryan wrote this great post
[41:56] saying, "Look, I thought I was like Mr.
[41:58] Efficiency. We're going to be super Not
[42:01] It's not going to be the same for us.
[42:02] We're going to be super capital
[42:03] efficient." But when you don't have to
[42:05] worry about it at all,
[42:07] and there are a million other things to
[42:08] do, you stop worrying about it and you
[42:10] start getting people
[42:11] >> too much money?
[42:12] I think so and many many cases. I don't
[42:14] know that the models are the models
[42:16] probably need all the money for compute.
[42:18] But but like an app company going for
[42:19] $100
[42:20] >> I think people are raising too much
[42:21] money. I think a lot of companies are
[42:23] raising too much money because you know,
[42:25] raising a 100 million series B is the
[42:27] you know, is the new you know, raising
[42:29] is the new $20 million series B. What
[42:32] else in hyper growth? Like what breaks
[42:34] in hyper growth?
[42:37] Uh hiring all hiring almost I mean my
[42:40] favorite thing is you talk to you know,
[42:43] you talk to like a CEO who's like I
[42:45] don't know whatever pick pick some
[42:46] number, you know, first company they
[42:49] were lead product manager at awesome
[42:51] fintech company X and now they're CEO
[42:55] and they're like we're only going to
[42:57] hire a players. You know, I'm like yeah,
[42:59] PS
[43:00] guess what?
[43:02] Everyone says that.
[43:04] Yeah. Yeah, come back to me when you're
[43:06] when your
[43:08] customer success team has to hire twice
[43:12] as many people next quarter because you
[43:14] just turned a bunch of customers because
[43:16] no one checked in with them last quarter
[43:18] because you're growing like a weed and
[43:20] then tell me, you know, and you just you
[43:21] just end up not doing that. And so one
[43:23] of the things that you have to do
[43:26] when you come to the realization that we
[43:29] don't only only hire A plus players is
[43:32] you have to get like religious about we
[43:37] have to you have to manage out low
[43:38] performers.
[43:40] But as you move down the stack and
[43:42] you've got inexperienced managers who
[43:43] are first time managers, first time
[43:45] directors, man, there's nothing that
[43:47] they want to do less than let someone
[43:48] go. Yeah. They'll do anything to not do
[43:50] it.
[43:51] You prevent them from trans firing
[43:53] people, you know, trans firing is like
[43:56] Janet would be great on the ads team.
[43:58] She loves ads. You need people.
[44:01] >> Yes.
[44:02] And then you're like no no no. So I had
[44:05] a you know, we had we had sort of
[44:06] performance reviews.
[44:08] I was like, if your review is below a X
[44:10] number, you can't switch teams. Yeah.
[44:13] >> Like, that's a good idea.
[44:14] >> No, you know, uh whatever, let's say
[44:16] it's one through four. Four is amazing,
[44:18] one is you're got to go. If you're a
[44:19] two, you can't move teams until you're
[44:21] no longer a two. PS, if you go two to
[44:24] three to two, I'm going to talk to your
[44:25] manager again and go, don't let me
[44:27] guess, this person could be a three
[44:28] again this next term so you don't have
[44:29] to put them on a performance plan. So,
[44:31] we would, after performance reviews,
[44:34] always go through as a senior team,
[44:37] like, okay,
[44:38] I can see from the way these peop- these
[44:40] couple people or these eight people are
[44:42] bouncing from two to three to back to
[44:45] two to back to three, like, you're just
[44:46] trying to not fire people.
[44:48] >> Mhm. And I can see that your curve is
[44:50] inflated and blah blah blah. So, we
[44:51] would just be super hardcore about that.
[44:53] So, you can't do that, you know? Let's
[44:55] talk about competition for a second. You
[44:57] had some
[44:58] I mean, you're competing with with
[44:59] Facebook.
[45:00] >> Yeah, they were the juggernaut that we
[45:02] just had the hardest time like
[45:03] >> And like tomorrow I'm speaking at
[45:04] another company meeting. I'm not going
[45:06] to say the name of the company, but
[45:07] they're
[45:08] they're going to be competing with
[45:10] OpenAI and Anthropic. Almost every
[45:12] boardroom I'm in is talking about that.
[45:14] Everyone's anxious about that. Their
[45:15] employees are anxious about that. Advice
[45:18] about that. First of all, you have to
[45:20] acknowledge it. And then you just have
[45:21] to I mean, one of the things I would
[45:23] always do is like
[45:24] they're like huge and Mark is the most
[45:28] competitive person on the planet. Trust
[45:30] me when I tell you like
[45:32] they don't like they don't say to
[45:34] themselves, oh, whatever, Twitter won
[45:35] that thing, that's fine. They're like,
[45:38] that can never happen again. So, we have
[45:40] to be like
[45:42] and we're we're way smaller than them
[45:45] and have far fewer resources and can,
[45:47] you know, and so it's just like we just
[45:49] have to be we have to we have to think
[45:51] about them, we have to talk about them,
[45:54] have to understand what they're doing,
[45:55] and have to try to figure out how to
[45:56] out- out-hustle them. And Bain Adam Bain
[45:59] on the revenue the was great at that. He
[46:01] would come into company meetings at
[46:05] Consumer Electronics Show at the
[46:06] beginning of the year and go to one of
[46:09] the first big customer meetings like
[46:10] let's say it's a Unilever
[46:12] and he would sit down with the CMO from
[46:14] Unilever before the meeting
[46:16] and say, "How'd the Facebook meeting
[46:17] go?" You know, "Oh, it great. blah
[46:19] blah." What are you like what are they
[46:20] What are they psyched about? What are
[46:21] they psyched to show you this year?
[46:23] You know, and then he would go into the
[46:25] he would learn all that and then he
[46:27] would go into the meeting with the
[46:28] Unilever and say
[46:29] you know, even if we had a bunch of
[46:30] things to show them he'd say, "We have
[46:31] some things we want to show you, but we
[46:33] really want to spend the next 2 hours
[46:34] today just understanding your business
[46:36] and what you guys are concerned about
[46:38] what your problems are." I mean, knowing
[46:39] that she just told him that the Facebook
[46:42] people came in and showed us this and
[46:44] this and this and weren't asking those
[46:46] kinds of questions. Now, Facebook wised
[46:47] up to that over time, etc. But, Adam had
[46:49] just come up with a great way of
[46:51] thinking about how to compete with this
[46:53] juggernaut. And the juggernaut's rolling
[46:55] out new things every quarter. This is
[46:57] really good salesmanship. He's like, "I
[46:58] can't compete with their eight new
[47:00] things and they're microtargeting and
[47:02] blah blah blah. So, I'm going to totally
[47:04] come at it from a different angle." And
[47:05] he was just smart about learning how to
[47:07] do that by talking to the customer
[47:09] beforehand.
[47:10] You guys picked the advertising model to
[47:12] make money. As you look back at that
[47:15] good call? Yes.
[47:17] On advertising is undefeated. The ARPU
[47:19] is higher.
[47:20] It just is on versus subscription
[47:23] revenue, etc. I think we would do the
[47:24] same thing over again. Any other as you
[47:27] look back like, "Man,
[47:29] I wish I had to do over that one."
[47:30] [laughter]
[47:31] Oh, yeah. Uh we tried to buy Instagram
[47:33] the month before month and a half before
[47:35] Facebook bought it. And by the way, for
[47:37] a much higher percentage of the company
[47:38] that you know, Facebook's offer is
[47:40] famously a billion dollars and I think
[47:42] it was 700 of stock and 300 million of
[47:44] cash. They only had eight or nine
[47:46] employees at the time.
[47:47] Um
[47:48] uh Mike Krieger and Kevin Systrom.
[47:51] But, we knew well before that like these
[47:54] guys are
[47:55] Kevin is an extraordinary product
[47:57] manager. Kevin and Evan Spiegel, I
[48:00] think, are probably two of the best
[48:01] product thinkers in Silicon Valley. And
[48:03] so, I knew that. And well before Mark
[48:06] made his offer to them, I pulled Kevin I
[48:09] went out to dinner with Kevin and Mike
[48:11] and told them we wanted to buy the
[48:12] company and would end up giving them
[48:15] basically
[48:16] a well over 10% of Twitter and, you
[48:19] know, something equivalent to 700
[48:21] million in stock. I think we were maybe
[48:22] valued at uh
[48:24] 5 billion dollars at the time.
[48:26] And, you know, I would have gone And And
[48:29] could I go back there and talk to Kevin?
[48:30] Oh, I'd say like,
[48:31] "You can run the company when I leave.
[48:33] Like, congrats. You'll get to be see I
[48:35] mean, may still not have done it." And I
[48:36] would also say, "Also, I'll go borrow
[48:38] 300 million dollars from JP Morgan and
[48:40] give it to you."
[48:41] >> I see.
[48:42] Um and you can have it all and you know,
[48:44] we'll pay them back later. Um that
[48:46] because that was a game changer. Once
[48:48] they had Instagram, I was like, "Oh,
[48:51] man. We're like boxed out on
[48:53] that is that is the future of of rich
[48:57] media social media feeds. We have Vine,
[49:00] but it's much much smaller and they're
[49:02] not going to come at us with
[49:05] on on Instagram with video, which of
[49:07] course they did. And that And that was
[49:10] That was sort of checkmate. Other
[49:11] regrets? Any regrets on Man, the content
[49:14] moderation stuff has been in the news
[49:16] over the last 5 years. As you It wasn't
[49:18] as hot while you were there. Any As you
[49:20] look back at that, regret
[49:21] >> was always like It was all The thing
[49:23] I'll say about content moderation that
[49:25] people get wrong
[49:26] >> Yeah.
[49:27] all the time is like, "This is real
[49:29] easy. Just prevent people from doing
[49:31] that." And like, "Okay. Well, that is a
[49:33] lyric in a Kanye song. Can you not tweet
[49:35] his lyrics?" Or whatever. These hard and
[49:37] fast rules,
[49:39] there has to be again, pushing, you
[49:41] know,
[49:42] uh having operating control and somebody
[49:44] with an understanding of the situation
[49:46] like our GC, you're going to have just
[49:48] have a bunch of judgment calls and
[49:49] you're going to get a bunch of them
[49:50] wrong and that's life.
[49:52] In like after your tenure
[49:56] and like I don't know what to believe,
[49:58] but it looks like there was a lot of
[50:00] conversation between the Biden
[50:01] administration and that group and then
[50:05] a lot of accusations from Elon that that
[50:07] group was just very left of center in
[50:09] their orientation. Any reaction to that?
[50:11] Was that the case when you were there? I
[50:14] mean, yeah, probably it was left of
[50:16] center, but I don't think that I don't
[50:18] think when I was there
[50:19] that
[50:22] I don't think it impacted the way we
[50:23] thought about abuse. I mean, it wasn't
[50:26] like um you you know, we we didn't have
[50:29] any like
[50:30] for example, we didn't have any like oh,
[50:32] you're not allowed to dead name trans
[50:34] people. And like that stuff was all post
[50:36] me being there. At the time it was
[50:38] mostly what we were dealing with was
[50:40] >> kind of happened after you left.
[50:41] >> Yeah, the the yeah, the stuff we were
[50:43] dealing with and I what when I was there
[50:45] were ridiculous amounts of Russian bots,
[50:48] which at the time were not election
[50:50] stuff. It was maybe they were preparing
[50:52] for to preparing the groundwork for
[50:53] 2016, but it was mostly like
[50:56] phishing attacks and just massive bot
[50:59] farms that were doing phishing attacks
[51:01] on on people and trying to hack into
[51:02] their accounts or get credit card
[51:04] information, etc. Most of the CEOs who
[51:07] have been around a while have got a [ __ ]
[51:08] ton of bad press. You got a metric ton
[51:11] of bad press.
[51:12] >> Yeah.
[51:13] It must I got a bunch of bad press. It
[51:15] impacted me. I tried to show a face like
[51:17] it didn't, but it it it was soul
[51:19] crushing to me.
[51:20] >> Yeah. How did you handle it?
[51:22] >> know. I like I had been a I had had the
[51:24] fortunate opportunity to be a performer
[51:27] and do improv comedy and stuff and
[51:30] audition for SNL a couple times um
[51:32] before I went back into
[51:34] business and I had been like you know, I
[51:38] was at I remember I was at the Adelaide
[51:40] Comedy Festival with my improv group and
[51:42] we had this midnight show at the Opera
[51:45] House, the Adelaide Opera House.
[51:46] And the crowd Yeah, and the crowd is
[51:49] hammered drunk. Maybe a thousand people.
[51:52] And it's a like an hour and 10 minute
[51:54] show, completely improvised. We get on
[51:57] stage and like 5 minutes in, the crowd
[52:01] starts yelling like, "You suck. Get
[52:03] off."
[52:05] >> [laughter]
[52:05] >> And like, "Man, we got 80 more minutes
[52:08] or whatever." And
[52:11] and uh
[52:12] So, I don't know. I just became
[52:14] resilient to like oh well. You got to
[52:15] like Did it hurt your inside?
[52:18] I don't know. Like we got good pre- I
[52:20] remember my daughter called me.
[52:22] >> The good press never hit for me.
[52:23] >> No, no. I'll tell you I'll tell you my
[52:26] daughter um called me. This is at the
[52:28] end of 2014. So, 2013, we go public, IPO
[52:34] successful, everyone's super excited, go
[52:37] yay us. And there's some, you know,
[52:39] there were these stupid awards that come
[52:41] out come out. And like CEO of the year,
[52:43] Dick Costolo. Under 2014, my daughter
[52:46] texts me. She's like, "I have bad news
[52:48] and good news."
[52:50] And I was like, "What's the bad news?"
[52:52] She's like, "Yahoo Finance says you're
[52:54] one of the five worst CEOs of 2014."
[52:58] >> [laughter]
[52:59] >> I was like, "What's the good news?" She
[53:01] goes, "Nobody reads Yahoo Finance."
[53:03] Okay, got it.
[53:05] Okay. I just felt like I don't know.
[53:07] It's like you're like, "Okay." And I'll
[53:09] say one last thing on it. I've said this
[53:11] a bunch, but but it's I think it's
[53:13] important.
[53:14] >> [snorts]
[53:14] >> Um I got invited to go to like the
[53:16] Vanity Fair Oscars party one of the
[53:18] years.
[53:18] >> way, that must have been cool. Well, I
[53:20] got invited to go. I didn't go.
[53:21] >> Oh.
[53:22] And [snorts] I told my daughter
[53:25] Good question. So, I told my daughter
[53:27] "I don't want to start going to a bunch
[53:28] of stuff that I get invited to because
[53:30] I'm the CEO of Twitter, because then
[53:32] I'll be I'll be like, 'Oh, I don't want
[53:34] to not be the CEO of Twitter cuz I won't
[53:36] get invited to the' So, I went to the
[53:38] NBA All-Star game because I knew Adam
[53:39] Silver and he invited I felt like it was
[53:41] a Dick Costolo invitation. I was like, I
[53:44] want to I'll go to things I get invited
[53:45] to cuz I'm Dick Costolo. I don't want to
[53:47] go to things that that the CEO of
[53:48] Twitter gets invited to because that'll
[53:50] be like
[53:51] >> Wasn't it part of your job?
[53:53] No, I mean
[53:54] I mean going to the White House, sure.
[53:57] Like, hey the president wants to talk to
[53:59] you about, you know, Edward Snowden and
[54:01] abuse on the platform and what are we
[54:03] going to do about terrorists using the
[54:04] services? Yeah, you got to go to that as
[54:06] part of the job. But going to the like
[54:08] going to these things, you know, like
[54:10] the Oscars or whatever. Like, I don't
[54:12] know. I don't know any of these people.
[54:13] They don't care about me.
[54:14] >> would have done it. Yeah. I [laughter]
[54:16] totally would have
[54:16] >> Well, you would have been standing over
[54:17] in the corner going like, no one's talk
[54:19] Tom Cruise won't talk to me. Tom Cruise
[54:21] isn't talking to me.
[54:22] >> [laughter]
[54:23] >> Uh
[54:25] it's exceptionally rare these days that
[54:27] somebody a founder-led company is
[54:30] replaced or
[54:31] >> Yeah.
[54:33] Just that they don't hire the adult
[54:35] external CEOs. Is that Should it be
[54:37] happening a lot more? I think it goes in
[54:39] waves. And it's like not doesn't happen
[54:42] at all these days.
[54:43] >> Yeah, I know. I think it goes in waves
[54:45] and I think it will continue to be there
[54:48] will something will happen and people
[54:49] will start going, you know, we really
[54:51] need for these companies that are
[54:53] making, you know, $4 billion in revenue
[54:56] after 3 years and the 26-year-old
[54:58] founder is they'll just something will
[55:00] happen and it will there will be a wave
[55:01] of um you know, operating executives
[55:04] coming back in and run some of the
[55:05] companies. It happens a little bit like
[55:07] Slutman and [ __ ] you know, stuff like
[55:09] it. Pretty rare.
[55:10] >> Yeah, yeah, rare. Even the public
[55:12] companies like MongoDB but
[55:14] I mean Workday recently but like maybe
[55:16] one a year. Yeah, if it's it's true. I
[55:19] do think it goes in waves. We'll see if
[55:20] it we'll see if it happens.
[55:21] >> a VP at blabbity blah company and you
[55:23] want to be a Dick
[55:25] Costolo.
[55:26] What should you do?
[55:28] You want to be that adult.
[55:30] >> You you Oh, you want to be that adult.
[55:33] >> to be you when I grow up. I'm a VP
[55:35] >> Do Anthony Noto did, you know, when he
[55:37] was CFO of Twitter he started it like
[55:39] telling making it clear to
[55:41] you know, executive recruiters like I
[55:42] want a CEO role. Like start you know,
[55:44] when you start seeing CEO roles out I'm
[55:46] I might not get one right away but like
[55:48] I want to I want to talk to you about
[55:49] CEO roles when you get them. Get your
[55:51] name out there and just I never
[55:54] and Anthony would tell you this too
[55:56] about his own career. I never took like
[55:58] a risk that I didn't you know, that I
[56:00] wasn't super psyched I took. Even though
[56:02] I was like trying to get on SNL and
[56:04] wasn't successful. It ended up
[56:06] benefiting me down the road cuz it was
[56:07] like all right, like like live TV on
[56:10] CNBC are you okay doing that? I'm like
[56:12] Look at the camera? Like I got booted
[56:15] midnight in an Australia by a thousand
[56:16] people. I can look in the camera and
[56:18] talk about it. Should all CEOs Take a My
[56:20] co-founder took a comedy class in
[56:21] business school. Yeah, it really helped
[56:23] him.
[56:23] >> Yeah, being on stage and you know, being
[56:25] uncomfortable being on stage make I mean
[56:28] you got to you stand up at all hands
[56:30] meeting where like I know exactly what
[56:31] I'm going to say at the all hands
[56:32] meeting. I'm just going to talk about
[56:33] the priorities. Yeah.
[56:35] >> That's easy after doing that. Okay. Let
[56:37] me give you a fun one. Yeah. Hit me. Is
[56:39] San Francisco passive aggressive? Is
[56:41] everyone passive aggressive? Are CEOs
[56:42] passive aggressive? I think there's a
[56:44] lot of passive aggressiveness. I think I
[56:45] know who I know the person you talked to
[56:47] and I think and I know the other
[56:48] companies he's been at. I think he's
[56:50] generally right but there are some great
[56:52] exceptions.
[56:53] >> Okay. I think the Collison brothers at
[56:56] Stripe are
[56:58] are both
[57:00] the rare combination
[57:02] of
[57:04] really really
[57:06] widely read and and and and polymaths
[57:09] and understand have a broad perspective
[57:12] on humanity and biology and the human
[57:14] condition and it and are and are
[57:17] forthright communicators
[57:20] and are
[57:22] you know, neither passive aggressive nor
[57:24] hyper aggressive. They're just they're
[57:26] forthright and straightforward and blunt
[57:28] and I think those guys are great. And I
[57:30] and I feel the same way about Reed
[57:32] Hastings, a totally different executive
[57:34] at Netskope at Netflix. Reed is always
[57:37] like
[57:38] this is just how it is, you know, I
[57:39] don't like I'm not I don't
[57:42] I'm not trying to be mean about it. This
[57:43] is just the way it is. And I think it I
[57:45] think
[57:46] >> with Reed in my head.
[57:47] >> Yeah, yeah, yeah. I take that as a huge
[57:50] compliment. I love that guy. Um I always
[57:52] thought those three people, John and
[57:55] Patrick at Stripe and Reed at Netflix,
[57:58] are extremely self-aware. I remember I
[58:01] was at table with Reed at a dinner once
[58:03] and he went around the table and said
[58:06] I want to hear everybody's opinion on
[58:07] this. How much of your success do you
[58:09] think is based on your DNA
[58:12] and how much of it is based on like I
[58:14] just learned how to kick ass and be
[58:16] amazing?
[58:17] And I kind of I was like I think I know
[58:19] where he's going with this. And of
[58:20] course when he got around to himself, he
[58:21] was like I think it's basically like 80%
[58:24] DNA. Interesting.
[58:25] >> Yeah. How would you answer that?
[58:26] >> Yeah, I'd I think similarly. And I think
[58:29] that's a I think that's a result of him
[58:31] being
[58:31] >> skill?
[58:32] >> Yeah, I think there's certainly a bunch
[58:34] of luck. But I don't think he was saying
[58:35] luck versus skill. I think he was sort
[58:37] of saying like you're not like some, you
[58:39] know, exceptional person who came out
[58:41] and like I'm going to fight against the
[58:43] out like it's basically encoded in you
[58:45] to be this way and, you know, it's it's
[58:48] ended up helping you. And sure there's
[58:50] like 20% luck along the way that put you
[58:52] in the position to get this role that
[58:53] you might not have otherwise had. But
[58:55] you were always going to do something
[58:56] like this. Okay, you brought up some
[58:58] good CEOs. The the CEO rule book feels
[59:00] to me to be changing.
[59:03] Your take on how Jensen Huang runs that
[59:05] with like 60 direct reports, no
[59:07] one-on-ones, publicly criticizing. He's
[59:09] got a whole different playbook. The
[59:11] thing that surprises me is I work with
[59:12] all the CEOs, nobody's copying him,
[59:15] which I think is interesting. Your take
[59:16] on that. I go back to the Jeff Bezos
[59:19] comment to Jack Dorsey. Jack, there are
[59:21] lots of different ways to be successful.
[59:23] I think that I think that the mistake
[59:25] that CEOs make is they read the Walter
[59:28] Isaacson book on Elon Musk or they read
[59:31] the one on Steve Jobs and they think
[59:33] this is the
[59:35] archetype.
[59:37] And
[59:38] Walter's just left out a whole bunch of
[59:40] stuff, you know, and that's not
[59:42] >> have an archetype? No, I didn't have an
[59:44] archetype.
[59:44] >> was mine. He tried to copy everything he
[59:46] did. I did it quite poorly.
[59:48] >> [laughter]
[59:49] >> I mean, it's goes again to the like,
[59:51] well, Steve says you have to be an
[59:52] editor and you said you know, and you
[59:54] know, and Jeff saying like, oh yeah,
[59:56] well, there's lots of different ways to
[59:58] do it. I think that and the reason I say
[60:00] that about the books is not just because
[60:02] they're more mythology than they are
[60:04] what really happened. Some of it's of
[60:06] course this happened, but it leaves out
[60:08] a bunch of stuff.
[60:10] But more importantly, you just if you
[60:12] try to be someone you're not, nobody is
[60:14] fooled. Like you think people are
[60:16] [ __ ] fooled? Nobody is fooled.
[60:18] Everyone knows you're spinning them or
[60:20] you're playing some role and you're not
[60:22] yourself and nothing is more miserable
[60:25] than trying to be someone you're not.
[60:27] One of the things I used to I used to do
[60:28] this in my management class actually
[60:30] during one of the NBA finals in back in
[60:32] like the 90s. This reporter is in the
[60:34] Houston Rockets locker room and it was
[60:36] at a time where Charles Barkley did this
[60:38] ad for Nike where Charles dunks a
[60:40] basketball and looks at the camera and
[60:42] goes, I ain't no role model. Something
[60:44] like that.
[60:45] >> Yeah.
[60:45] And um this reporter is in the Houston
[60:48] Rockets locker room and asks Hakeem
[60:49] Olajuwon
[60:50] >> wrong. He was he wasn't [laughter] he
[60:51] wasn't he wasn't wrong. He wasn't wrong.
[60:54] Although he appears to be on Ozempic or
[60:55] something cuz he's got to get have his
[60:56] suits retailored. Um
[60:58] this reporter is in the Houston Rockets
[61:00] locker room and goes up to Hakeem
[61:01] Olajuwon and says, you know, Charles
[61:03] Barkley says that kids shouldn't, you
[61:05] know, idolize look up to NBA players as
[61:07] role models. What do you think about
[61:08] that?
[61:09] And Hakeem Olajuwon goes, I'm happy to
[61:11] be a role model. I love being a role
[61:13] model for kids. She's like, well,
[61:15] what do you And and Hakeem says, well,
[61:17] here's the deal. Charles is a different
[61:19] person in public than he is in private.
[61:22] And so he's got this anxiety and tension
[61:25] in his mind about whether he's supposed
[61:27] to be public Charles in this moment or
[61:28] private Charles in this moment. I'm
[61:30] always the same person. So if people
[61:32] want to look up to me as a role model,
[61:34] that's fine with me. I just think that
[61:36] it's nothing but misery if you're trying
[61:38] to, you know, look at some written down
[61:41] playbook of how Steve Jobs did things
[61:43] and I got to go do that when it's almost
[61:46] It was impossible for Steve to do it
[61:48] almost and you're certainly not going to
[61:50] be able to do it and you'll be miserable
[61:51] trying. Okay, last question I have is
[61:53] like
[61:54] the Twitter board, man, there was a lot
[61:56] of freaking drama there.
[61:58] >> Tons.
[61:59] So much.
[61:59] >> So much. You're building that your $100
[62:01] million company going to $400 million.
[62:03] You're building a board.
[62:05] Advice, like should you bring in
[62:07] independents early? Should you wait?
[62:08] >> I had two board members that were
[62:09] immensely helpful to me.
[62:11] Peter Chernin, who was brought in from
[62:13] NewsCorp as an independent director cuz
[62:15] he'd managed tens of thousands of people
[62:17] and I needed someone with operating
[62:18] experience, global operating experience.
[62:21] Um and Peter was great at always like
[62:24] always did the sort of the Jeff Bezos
[62:27] let's talk about this from the user's
[62:28] perspective instead of like how are we
[62:30] going to do XYZ? Like he would always
[62:31] back up and say,
[62:33] you know, wait. If I'm the chief if I'm
[62:35] the chief user officer at this company,
[62:38] you know, and I'm thinking about this
[62:39] from the
[62:40] And so that was immensely helpful in
[62:43] lots and lots of cases. And then
[62:45] secondly, Peter Fenton from Benchmark
[62:47] would always help me interview
[62:49] candidates and either close them or help
[62:52] me with hey, how should I think about
[62:54] this candidate? And that having someone
[62:56] on your board who's not in the
[62:58] day-to-day at the company and who can
[63:00] also give the candidate a sort of a
[63:01] third-party perspective on why I think
[63:04] this is going to be a monster and why I
[63:06] think you should do this um was like
[63:09] crazy helpful and helped convince
[63:11] numerous execs like Adam Bain and
[63:13] Anthony Noto at the company.
[63:15] >> any Okay, you're at $100 million, you're
[63:16] doing your series B, do you bring in an
[63:18] independent or you like what happens now
[63:19] is that wait right before the IPO? No,
[63:21] yeah, I think it's helpful to have
[63:23] operating people with operating
[63:24] expertise in there much sooner than
[63:26] that.
[63:26] >> Okay, and just while we're on IPO, you
[63:28] took Twitter public.
[63:30] Um, what's your It's been incre- It's
[63:31] very hard to take companies public. It's
[63:33] become very unfashionable to take
[63:35] companies public.
[63:37] >> It's your turn. I would I would have
[63:38] kept it private longer if I could go
[63:40] back and do anything over again.
[63:41] >> have too. It's just so much easier
[63:43] running a private company and not having
[63:45] to like
[63:46] Okay, well, that's going to mean we're
[63:48] going to miss the revenue number by a
[63:49] percent. It's the right thing to do, but
[63:51] you know,
[63:53] the employees are going to be running
[63:54] around like what's wrong when the stock
[63:56] goes down 8% after hours, you know, and
[63:58] as you know, you don't have a daily
[64:01] ticker that the employees are freaking
[64:02] out about when you're private company
[64:04] and it's just a lot more you can be It's
[64:06] so much easier
[64:08] and stress-free to focus on the long
[64:11] term as opposed to Okay, now we have to
[64:13] make a long-term versus a short-term to
[64:16] have a discussion about this because,
[64:18] you know, everything's going to go
[64:19] sideways if we do this in Q1 instead of
[64:22] blah blah blah. You get it. Okay. It was
[64:24] just It's just a lot easier to run a
[64:25] private company. I wanted to talk to you
[64:26] for a long time because you are kind of
[64:28] a rare species these days, the adult CEO
[64:31] brought into a hyper-growth company
[64:33] and you delivered. Thanks for coming on
[64:34] the pod. Thanks for having me. Yeah.
[64:36] Okay, I thought Dick was great. It's a
[64:38] master class in how do you scale and be
[64:40] a terrific scale-up CEO. There's a few
[64:43] things he talked about that I think are
[64:45] worth reviewing, some of which I did,
[64:47] some of which I wish I did when I was
[64:50] CEO of HubSpot.
[64:51] One thing he did that I totally did was
[64:53] management by walking around. I'd wait
[64:55] until like 7:00 at night and I'd walk
[64:58] the halls of HubSpot through the dev
[64:59] organization, support, sales, who was
[65:01] around and really hear what what was
[65:04] happening.
[65:05] That was super useful for me. It was
[65:06] great context and it was also good to
[65:08] see who was burning the midnight oil.
[65:10] Um, I liked his feedback around giving
[65:13] tough people tough feedback. I was never
[65:16] very good at this.
[65:17] And his advice is good. It's, you know,
[65:19] the night before you're going to give
[65:20] feedback for that tough person, it's not
[65:22] great feedback. You got to write it down
[65:24] the night before, practice it in the
[65:25] mirror.
[65:26] I think that's good advice. And when you
[65:28] deliver it, you deliver it and you sit
[65:30] in silence.
[65:33] No fluff. You sit in silence.
[65:35] Really hard to do, um, but I think
[65:38] that's great advice. He talked about
[65:40] killing committees and using DRIs. Uh,
[65:43] a lot of the CEOs I've interviewed are
[65:44] talking about similar things. Um,
[65:47] particularly important as you've got
[65:48] silos in your organization and the
[65:50] important stuff cuts across boundaries
[65:52] of those silos.
[65:54] Uh, he gave a great quote from another
[65:56] pod guest, Ben Horowitz. He said, "Make
[65:58] sure everybody understands what you
[66:00] understand. Not just the what, the why
[66:03] and what success means for them
[66:05] personally. [music]
[66:06] Priorities without context are useless."
[66:09] I thought that was a gem from Ben and I
[66:11] [music] thought it was really cool that
[66:12] he repeated it. He accuses Silicon
[66:14] Valley of being passive-aggressive. He
[66:16] said he's not, he's aggressive. [music]
[66:18] I think that's good advice. Like a lot
[66:20] of CEOs, he says you should hire fast
[66:23] and fire slow. He didn't fire slow.
[66:25] Almost no other CEOs don't fire slow.
[66:28] Uh, I did not fire slow and so he wishes
[66:31] he did that. Some gems in there. Hope
[66:33] you enjoyed it and looking forward to
[66:35] having you in the next pod.