## Background
Published on YouTube by Sequoia Capital on March 26, 2026, this page features an in-depth conversation with Oura CEO Tom Hale. According to the show description, the interview explores the realities of the CEO role, frameworks for scaling a company through the 200-to-2,000 employee range, Oura's shift to a subscription model, and how the company handles major competitors like Apple.
## TL;DR
In this discussion, Oura CEO Tom Hale and host Brent delve into the intense challenges of leadership, illustrating that the role involves far more responsibility and stress than glamour. They examine organizational strategies for navigating 'the messy middle' of scaling, managing cross-cultural teams between the US and Finland, and avoiding corporate politics by keeping work demands high. Additionally, Hale details the strategic decisions behind Oura's pivot to a subscription model, their high-profile luxury partnership with Gucci, and why the unique physiological advantages of a smart ring allow him to remain confident in the shadow of Apple.
## Atmosphere & style
The conversation feels deeply personal, authentic, and reflective, opening with both men sharing harrowing, near-death experiences from separate snowmobile accidents that altered their career perspectives. The dynamic between Brent and Tom is that of old friends sharing hard-won wisdom, shifting smoothly between professional business strategy and raw, vulnerable admissions about panic attacks and the isolating burden of leadership. It balances high-stakes corporate tension—such as enduring fierce online backlash from Reddit—with warm, lighthearted moments like undergoing freezing cold-plunge initiations in Finland.
## Key takeaways
- [00:00](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=0s) The transition from 200 to 2,000 employees represents 'the messy middle' of company building, where organizations naturally risk slowing down, multiplying middle managers, and getting caught in bureaucracy.
- [02:32](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=152s) The reality of being a CEO is defined by a crushing weight of responsibility and stress, meaning the 'ratio of kibble to champagne favors the kibble' as the leader must absorb failures and balance the company's emotional state.
- [06:20](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=380s) While tech culture has increasingly adopted a hardcore '996' work ethic, effective leadership requires balancing high performance during critical product cycles with intentional rest and recovery to avoid running at the redline.
- [11:26](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=686s) Oura's workforce is split between capitalist Americans and socialist, egalitarian Finns, proving that leaders should embrace cultural coexistence rather than forcing a single corporate monoculture.
- [11:26](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=686s) To rebuild social capital in a remote-first environment, leaders can shift budgets toward dedicated in-person gathering funds for intense, multi-day team meetups to establish foundational trust.
- [18:30](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1110s) Corporate politics metastasize when a company grows past 2,000 employees and the asymmetry flips to having more people than work, breeding territorial behavior over projects.
- [20:03](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1203s) To keep middle management from becoming a bureaucratic trap, organizations should remain as flat as possible, promote internal 'true blue believers' over 'empty suits,' and empower them with accountability.
- [23:21](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1401s) Integrating deeply emotional customer narratives into the company creates an empathy-driven flywheel that can boost organizational performance by an extra 10% to 30%.
- [25:31](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1531s) A healthy growing company requires an 80/20 mix of 'missionaries' who want to build expressive products and 'mercenaries' who possess strong commercial instincts to drive customer wins.
- [27:33](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1653s) Transitioning Oura to a subscription model was a strategic necessity to align business incentives with continuous software value delivery, rather than withholding features for the next hardware upgrade cycle.
- [33:49](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2029s) During intense public backlash over business model changes, a CEO must learn to be comfortable being uncomfortable, as rolling back a necessary strategic decision signals that the company was wrong.
- [36:09](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2169s) Pricing should avoid complexity because 'complexity kills' consumer friction; maintaining a 'goodwill gap' between a customer's maximum willingness to pay and the actual price drives organic word-of-mouth growth.
- [42:45](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2565s) Oura's $999 luxury partnership with Gucci demonstrated the immense power of 'non-utility value'—the emotional and personal expression of a product—which ultimately gave them the confidence to scale into physical retail channels.
- [45:27](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2727s) Oura coexists peacefully alongside Apple because two-thirds of its users also wear an Apple Watch, using the ring to capture resting data via finger blood vessels which provide a signal 50 to 100 times stronger than the wrist.
- [50:21](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3021s) Aspiring CEOs should intentionally seek out functional diversity across various corporate departments to build empathy and accurately assess the leaders they will eventually hire.
- [51:43](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3103s) The 100-employee threshold is a critical pain point where organizational scale dramatically increases personal stress for founders, often leading to severe isolation and anxiety.
- [55:09](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3309s) To prevent executives from optimizing for their own departments at the expense of others, leaders can implement the cultural framework of Enterprise Value (EV) > Team Value (TV) > Member Value (MEV).
- [57:33](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3453s) The ultimate challenge of scaling a company is achieving 'vector alignment,' ensuring that all individual employee efforts, regardless of their magnitude, are pointed in the exact same direction.
## Detailed walkthrough
### [00:00](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=0s) Introduction: The CEO Journey and the Messy Middle
The host, Brent, introduces his guest and old friend, Tom Hale, the CEO of Oura—the company famous for the Oura Ring. Brent reflects on a turning point in his own life when, in his early 50s, he suffered a catastrophic snowmobile accident. Left with a body "absolutely chock-full of metal" and believing he was going to die that night at the bottom of a cliff, Brent realized he was burnt out after 15 years as the CEO of HubSpot and decided he was done. Tom, however, went in the opposite direction. After a career spent as a corporate executive at several interesting companies, Tom reached his early 50s and decided, "I want my shot."
Brent is particularly fascinated by Tom's career because Tom has spent his entire professional life working in companies with between 200 and 2,000 employees. Brent describes this range as "the messy middle"—the specific stage where organizations naturally slow down, bureaucracy creeps in, middle managers multiply, and the gears of progress grind to a halt. The episode explores how to keep the organizational engine revving through this challenging phase without getting caught in the quagmire. Additionally, they discuss the unique dynamics of managing a split team: Oura was founded in Finland, meaning Tom has to lead both a highly capitalist American team and a more socialist-leaning Finnish team.
- **The "Messy Middle":** Companies with 200 to 2,000 employees where bureaucracy and middle management tend to slow down progress.
- **The Split Team:** Oura's workforce is divided roughly in half between the United States and Finland.
[02:32](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=152s) The Reality of Being a CEO: Kibble vs. Champagne
The conversation kicks off with a striking coincidence: Tom reveals that four years ago, he and his son also went off a cliff on a snowmobile in Woodstock, Vermont. With the snowmobile in a million pieces and both of them severely injured at the bottom of the cliff at 4:00 PM, Tom also believed they were going to die. While lying there, he resolved to make big changes—including "no more snowmobiles"—but unlike Brent, Tom still wanted to pursue being a CEO. He explains that it was a bucket-list item and a personal quest "to prove to myself that I had it to do it."
When Brent asks if the job is everything he hoped for, Tom admits it is "much, much harder" than he anticipated, pointing out that the difficulty lies not in the actual work, but in the crushing weight of responsibility and stress. Waking up at 4:00 AM wondering if the company will survive is a universal CEO experience. Brent shares that he experienced panic attacks for the first time five years into HubSpot when he realized 100 employees were counting on him. Tom notes that people misunderstand the role, thinking it is glamorous and fun. In reality, the "ratio of kibble to champagne favors the kibble." While everyone gets to share in the success, the CEO must fully own the failures. Brent calls this acting as a "shit umbrella," while Tom compares it to balancing a boat: when everyone is celebrating on one side, the CEO must look at the dark side and worry; when things are terrible, the CEO must move to the other side to show there is light on the horizon.
- **The Snowmobile Accident:** Occurred four years prior in Woodstock, Vermont, involving Tom and his son.
- **The Stress of Scale:** Brent's panic attacks began five years into HubSpot when the company reached 100 employees.
- **The CEO's Burden:** The expectation of absorbing failure and balancing the emotional state of the company.
[06:20](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=380s) Leadership Heroes and the Balance of Hardcore Work
Brent shares his personal "Mount Rushmore" of CEO heroes—Steve Jobs, Jerry Garcia, and his dad—and asks Tom who is on his. Tom places Steve Jobs on his list, having met him a couple of times when working as an ISV on the Apple platform, admiring him as a "bonafide" hero who saved Apple and championed creative professionals. For his second spot, Tom chooses Mahatma Gandhi, citing the vital importance of humility for a leader. His final choice is Maya Angelou, not as a traditional executive, but because of her famous philosophy that "people will remember how you make them feel." Tom believes a leader's greatest risk is unintended consequences, and leaving people feeling poorly can be devastating for a company.
The two discuss how the younger generation of founders has swapped Steve Jobs for Elon Musk, adopting a hardcore "996" work ethic (working 9:00 AM to 9:00 PM, 6 days a week). Tom admits he personally works close to a 996 schedule but warns against doing so to the exclusion of recovery and reflection. He argues that being in a constant state of anxiety and activity is counterproductive. At Oura, a company that builds products designed to help people find mindfulness and health, Tom had to push the culture slightly more toward performance when he joined, but he insists on maintaining a balance. He manages this by dialing intensity up and down depending on the product cycle, allowing teams to take a few days to recover and rest after a major push rather than running everyone "at the redline all the time."
- **Tom's Mount Rushmore of Leaders:** Steve Jobs (the creative champion), Mahatma Gandhi (the model of humility), and Maya Angelou (the reminder of emotional impact).
- **The "996" Work Ethic:** Working 9:00 AM to 9:00 PM, 6 days a week, popularized by tech founders like Elon Musk.
- **Oura's Philosophy:** Balancing high performance during critical shipping periods with intentional rest and recovery.
[09:45](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=585s) Navigating Finnish Culture and the Sauna Test
Tom shares the story of his first trip to Finland as the leader of Oura. While he had worked with Finns as partners and colleagues in the past, leading them was a new experience. He describes Finnish society as highly egalitarian, socialist, and non-hierarchical, with very little automatic deference to authority. To test their new American leader, the Finnish team took Tom to a traditional sauna.
The initiation involved getting incredibly hot in the sauna, running outside into freezing cold water while shaking, and then returning to the heat. Tom felt he had successfully passed this first "test of Finnishness." However, when he traveled further north to Oulu, near the North Pole, to visit the second office, they repeated the ritual—but this time, without the sauna. Tom had to strip down to his underwear, walk directly into a freezing river, and sit there for 45 seconds. He recalls monitoring his heart rate on his Oura Ring app just to make sure he stayed alive, before walking out to find nothing but a towel to warm him up.
- **Finnish Culture:** Characterized as non-hierarchical, egalitarian, and deeply communal.
- **The Oulu Office:** Located further north, closer to the North Pole, where the cold-plunge initiation took place without a sauna.
[11:26](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=686s) Blending Capitalist and Socialist Cultures Post-Pandemic
Managing a company split between capitalist Americans and socialist Finns requires accepting that you cannot force a single monoculture. Tom believes that "culture begins and ends at the door," and that Oura is made stronger by allowing these two distinct cultures to coexist, stimulate one another, and generate diverse ideas. When the post-pandemic era forced companies to become more hardcore and performance-oriented, Tom had to navigate this transition carefully. Because COVID-19 was a global health crisis, it initially united Oura's health-focused workforce, but the aftermath left humanity in a state of collective recovery.
To rebuild social capital in a remote-first environment without forcing people back to physical offices, Tom established a dedicated fund to bring teams together in person for intense, two-to-three-day gatherings. He argues that because "100,000 generations of humanity have optimized for connecting in person," face-to-face interaction is essential for building the trust and cultural capital needed to survive tough times later. Additionally, Tom made himself highly visible by "lurking" in Slack channels. By paying close attention to the work happening at all levels of the company and leaving direct, encouraging comments on great ideas, he fostered a non-hierarchical culture where employees felt confident to challenge him and push the best ideas forward.
- **Cultural Coexistence:** Embracing two distinct national cultures rather than forcing a single corporate monoculture.
- **In-Person Gathering Fund:** A budget shifted specifically to fund intense, multi-day team meetups to build social capital.
- **Slack "Lurking":** Tom's leadership tactic of observing Slack channels to directly praise and comment on work from employees at all levels.
[15:11](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=911s) Scaling From 200 to 2,000 Employees
The transition from 200 to 2,000 employees is one of the most critical phases in a company's lifecycle. At this scale, a major risk is the arrival of what Steve Jobs famously called "the bozos." These are well-intentioned people who are simply less committed, mission-driven, or focused than the early-stage team. To combat this, leaders must actively identify and correct hiring missteps. Additionally, companies risk losing the raw passion, spirit, and sense of mission that got them to 200 people in the first place.
If a company can successfully preserve its culture during this growth phase, it becomes "the most interesting time in a company." Once an organization surpasses 2,000 employees, the CEO's direct influence is muted because they are forced to manage managers who are managing other managers. In contrast, at the 200-to-2,000 scale, a CEO can still be personally visible and present. They can drop into small Slack channels, learn employees' names, and offer specific, meaningful praise.
- **The Power of Recognition:** Personal recognition from a CEO can sustain a staffer's motivation for an entire year.
- **Accountability:** Effective leadership requires delivering both positive affirmation and constructive, personal accountability (e.g., "I expect more from you") without resorting to immediate termination.
---
[18:30](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1110s) The Asymmetry of Work and the Root of Corporate Politics
Corporate politics are rooted in a fundamental shift in the ratio of work to people. In a small startup, there is a massive amount of work and very few people, forcing extreme selectivity. In the sweet spot of 200 to 2,000 employees, there is still more work than people, creating a positive asymmetry. This environment allows companies to fast-track careers, offering employees rapid advancement and unique experiences in exchange for hard work.
Once a company grows past 2,000 employees, the asymmetry flips: there are more people than work. This imbalance breeds territorial behavior, as employees begin fighting for the best projects and protecting their domains. To keep politics out of the culture, leaders must "fight like hell" to maintain an asymmetry that favors work over people, make public examples of political behavior to set cultural norms, and hire leaders who naturally model non-hierarchical behaviors.
---
[20:03](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1203s) Managing Middle Management and Avoiding the "Dilbert" Trap
As companies scale, the introduction of a middle management "director layer" often threatens to slow down execution. To prevent the organization from devolving into a bureaucratic, *Dilbert*-esque environment, leaders should keep the organizational structure as flat as possible, resisting the urge to stack endless layers of senior directors, directors, VPs, and senior VPs.
Promoting from within is a highly effective strategy for building middle management. Internal promotions make it easier to identify "true blue believers" who possess genuine passion. The worst middle managers are those with no ambition who simply want to keep their work lives uncomplicated—the definition of an "empty suit." Instead, companies should seek out ambitious middle managers whose ultimate goal is to become a CEO.
- **Empowerment and Accountability:** Leaders must give managers the keys to the car and hold them accountable. As the saying goes, "You can't hire a dog and then bark for them."
- **Risk-Taking Culture:** Cultivating a culture that supports calculated risk-taking prevents middle management from stagnating into bureaucracy.
---
[23:21](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1401s) Staying Connected to the Customer
As organizational layers multiply, the distance between the CEO and the customer naturally increases. To combat this, companies must programmatically pull the voice of the customer into the organization and distribute it widely. At SurveyMonkey, this was achieved by sharing Net Promoter Score (NPS) surveys and verbatim customer feedback. At HubSpot, the customer's voice is kept front and center by inviting a customer to participate in a panel at every single board meeting.
In the healthcare space, staying connected to the customer is particularly powerful because the narratives are deeply emotional. Hearing stories such as "You saved my life," "You got me pregnant," or "You helped me change my life for the better" acts as an incredible motivator. This empathy-driven flywheel can boost organizational performance by an extra 10% to 30% because employees deeply believe in the utility of their work.
---
[25:31](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1531s) Missionaries vs. Mercenaries
The balance between "missionaries" and "mercenaries" shifts as a company grows past 200 employees. While "mercenary" can be a caustic term implying someone who is solely driven by money, in a business context, it refers to individuals with strong commercial instincts who thrive on the thrill of the chase and the satisfaction of a customer win. A healthy company requires a mix of both types of employees, perhaps at an 80/20 ratio.
- **Product and Engineering:** These departments should be staffed by missionaries who want to build beautiful, expressive products. Even in seemingly boring industries, leaders must find or create a mission to inspire them (e.g., SurveyMonkey framing its product as "giving a voice to the voiceless").
- **Go-to-Market and Sales:** These teams naturally require mercenary instincts to drive commercial outcomes, which does not have to be a zero-sum game where the customer loses.
---
[27:33](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1653s) Shifting to a Subscription Business Model
A pivotal moment in the speaker's career involved transitioning Oura from a traditional hardware model—where customers simply bought the Ring once—to a subscription model featuring a $6-a-month service. While the decision was highly controversial and met with customer pushback, it was a necessary strategic move. To remain competitive as a hardware company, Oura had to become a world-class software company.
Under a pure hardware model, a company is actually disincentivized to provide ongoing value to existing customers because it must save all new software features to justify purchasing the next generation of hardware (similar to the iPhone upgrade cycle). A subscription model flips this dynamic, forcing the company to "earn your stripes with your customers every month" by continuously delivering new software value. At $6 a month—roughly the cost of two cups of coffee—the subscription model establishes a low financial bar while aligning the company's incentives with long-term customer value.
[29:12](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1752s) The Value-to-Price Ratio and the Subscription Controversy
The value Oura delivers to its users is "priceless," whether it is predicting when someone is going to get sick, helping them get to bed early, or indicating the optimal window to procreate. Because this value is so high, the ratio of value to price (V to P) is measured in multiples. However, introducing a subscription model to a hardware product was highly contentious within the organization because it went against the grain of consumer expectations that hardware should be a single, one-time purchase.
In the subscription world, there are services like Netflix or Spotify that users would be incredibly sad to lose, which gives those companies a clear right to charge. Conversely, there are "zombie subscriptions" that people pay for purely out of inertia without receiving any real value. In the industry, these inactive but paying customers are called "sleeping bears," and the golden rule is: "you don't poke them." Oura wanted to completely avoid a situation where customers paid a high price for low value. To navigate the internal controversy, the leadership team aligned on a clear strategy: they were building a business model that allowed them to continuously invest in software, features, and health analysis, ensuring the product got better every single month like a true SaaS product. This strategy worked, resulting in some of the highest retention rates seen in a 30-year career in subscription businesses.
To transition existing Gen 2 users to the new Gen 3 subscription model smoothly, Oura offered a highly unusual deal: an upgrade discount on the hardware and a free lifetime subscription to the software. This move created a group of highly loyal, high-retaining customers who have zero disincentive to churn. Furthermore, Oura rejected the traditional "freemium" model, where 50% of the value is given away for free. Instead, they designed the product so that if a user stops paying, the app's functionality collapses down to a very minimal experience. Even when users occasionally let their subscriptions lapse—often simply because a credit card expired—they typically renew within 24 hours once they realize how much they miss the data. Keeping the value-to-price ratio north of 1.5 or 2 is the ultimate key to customer loyalty.
- **Sleeping Bears:** Customers who pay for a subscription they do not use; companies avoid "poking" them to prevent cancellation.
- **Gen 2 to Gen 3 Transition:** Existing users who upgraded received hardware discounts and a free lifetime software subscription.
- **The Value-to-Price (V/P) Target:** Oura aims to keep this ratio north of 1.5 or 2 to ensure high retention.
[33:49](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2029s) Weathering the Internet Storm and CEO Lessons
When the subscription model rolled out, it was incredibly noisy, and the company faced a massive wave of "agita" and criticism online. Being relatively new to the CEO role at the time, the executive felt the physical toll of the backlash. He spent a lot of time reading Reddit, interacting with customers, and even responding directly to people flaming the company on LinkedIn. Rather than staying silent, he would engage and explain that the subscription revenue would be directly reinvested into science, research, and delivering more value. While some believe that "when you explain, you lose," he found that winning over even a single critic turned them into an advocate who would go out and defend the company to ten other people.
Only once did the pressure get so intense that he briefly considered rolling back the decision. He vividly recalls standing in the garage of the Salesforce Tower, talking on the phone, and feeling the immense pain of the backlash. Ultimately, he realized that "the only way out is through." Rolling the decision back would have signaled that the critics were right and the company was wrong, a move from which there is no recovery.
"Is you got to be comfortable being uncomfortable. That is the key. That is the nature of it." Sitting with that discomfort is where the magic happens, especially when defining a brand-new business model for hardware that no other company was doing at the time.
[36:09](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2169s) Pricing Complexity and the Power of Simplicity
Many founders struggle with pricing, often allowing complexity and gravity to make their products increasingly expensive and complicated over time. This complexity creates friction, slows down sales, and fosters an adversarial relationship with customers. There is immense value in the goodwill generated by the gap between what a customer would be willing to pay and what they actually pay.
Oura keeps its pricing simple with a single subscription tier (around $6 a month) because "complexity kills." While some B2B companies use complex pricing to let salespeople extract maximum value from different accounts, consumer products require a simple mental equation. A user must be able to easily look at the price and decide, "Am I getting enough value for this $6?"
- **The $6/month Subscription:** Oura's single-tier pricing model designed to keep the purchase decision frictionless.
- **Goodwill Gap:** The difference between a customer's maximum willingness to pay and the actual price, which builds long-term loyalty.
- **Natural Cycles Partnership:** An example of a non-linear value add. For an additional $20/month, users can integrate Oura with Natural Cycles, an FDA-cleared digital contraceptive, bypassing the need for hormonal birth control or an IUD.
[39:01](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2341s) The Art of Partnerships: From Natural Cycles to Gucci
Many startups seek advice on executing big partnerships, which frequently fail over the long haul if incentives are not aligned. To succeed, companies must be highly selective, ensuring deep mission and incentive alignment to weather the inevitable rough patches. Partnerships can range from simple platform integrations to deeply integrated relationships like Oura's collaboration with Natural Cycles, where both companies would "come to each other's aid in a second." For a broad horizontal product, partnerships are often the best way to service a wide range of customer profiles (ICPs) and go to market effectively.
The partnership with the luxury fashion house Gucci is a prime example of blending utility with intangible fashion value. Oura has a large female customer base, and women frequently requested more beautiful, appealing designs, including requests for diamonds. Recognizing this demand, Oura partnered with Gucci, who brought an existing, highly successful non-tech jewelry design to the table: a black band featuring a gold torsion and interlocking G's. The ring had a powerful, commanding aesthetic, described humorously as "the kind of ring you might wear if you were a Roman emperor at a gladiatorial contest where you were about to decide whether or not someone was going to live or die."
- **Gucci Collaboration:** A partnership that merged Oura's health technology with Gucci's iconic black-and-gold Roman-emperor-style aesthetic.
- **ICP Strategy:** Vertical products should focus on servicing their narrow customer base deeply, while horizontal products should leverage partnerships to scale across diverse customer segments.
[42:45](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2565s) The Gucci Collaboration and the Power of Non-Utility Value
When Oura partnered with the luxury fashion house Gucci, they faced a massive pricing dilemma. Oura's standard ring was priced at $299, but the Gucci team—led by their "genius" former CEO Marco Bizzarri—insisted on pricing the collaboration ring at $999. Tom Hale admits his jaw was on the floor and he was terrified the high price point would ruin the launch. When he asked Bizzarri if the $999 price tag was solely due to the Gucci brand, Bizzarri replied, "No. Because of Oura. You don't know how valuable it is." The gamble paid off spectacularly: the limited-edition ring sold out in just five weeks, flying off the shelves particularly fast in Japan and the Middle East.
This success highlighted the immense power of "non-utility value"—the intangible, emotional appeal of a product that goes beyond its basic functionality. The collaboration proved that the Oura Ring is not just a piece of technology, but a piece of jewelry that expresses something personal about the wearer. Because customers wanted to see how the ring looked on their fingers in person, Oura realized that physical retail was a critical channel. This single insight gave them the confidence to expand into major retail spaces like Target, Best Buy, and Costco. Financially, the partnership functioned with Gucci acting as the distribution channel; they handled the sales through their own stores and website, paying Oura roughly their standard $299 rate per unit while managing the high-end scarcity model they are famous for.
- **Standard Oura Price:** $299
- **Gucci Oura Price:** $999
- **Sell-out Time:** 5 weeks
- **Top Two Markets:** Japan and the Middle East
- **Retail Partners:** Target, Best Buy, Costco
[45:27](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2727s) Sleeping Soundly in the Shadow of Apple
The host recalls his early days at HubSpot when Salesforce was a massive, friendly partner—until 2012, when Salesforce launched a competing marketing product, a moment HubSpotters had long feared. He asks Hale if he gets that same sinking feeling in his stomach when watching Apple's major product announcements, waiting for them to launch a smart ring. Hale insists, without spin, that he sleeps soundly for several key reasons. First, two-thirds of Oura wearers actually wear a second wearable, which is most often an Apple Watch. The devices are highly complementary: users wear the Oura Ring to track clean, resting data at night while their Apple Watch charges on the nightstand, and they use the Watch for daytime notifications.
Furthermore, Hale points out the physiological advantages of a ring over a wrist-worn tracker. The blood vessels in the finger are much closer to the surface, resulting in a signal strength that is 50 to 100 times stronger than that of the wrist. This allows Oura to capture incredibly clean, high-quality data over long periods of rest. In an era where data is the "oil" that fuels AI predictions and health inferences, Oura's massive head start in collecting clean, continuous sleep and biometric data gives them a formidable competitive moat that is difficult for any late entrant to easily replicate.
[48:20](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2900s) Hardware Advice: Shortcuts, Subscriptions, and AI
For those looking to enter the hardware space, Hale offers several pieces of hard-won advice, drawing on his transition from a software background. His first warning is to "resist some of those shortcuts," specifically around manufacturing. While the easiest and cheapest route is typically to manufacture in China, Oura chose to keep tight control over their manufacturing process for a long time. They are even opening a factory in the United States to serve security- and privacy-conscious customers. This refusal to take the easy way out allowed Oura to master the "art and science" of ring manufacturing, creating a proprietary lead that competitors couldn't easily copy.
Hale also emphasizes the importance of tightly integrating hardware and software into a single business model. Oura does not treat the subscription as an optional add-on; it is an integrated subscription product where the hardware and software together form the core value proposition. Finally, he warns that hardware founders must master physical constraints like inventory forecasting and the laws of physics before trying to scale. He notes that AI is completely changing the game for hardware development, allowing teams to model, test, and iterate over a thousand different designs simultaneously.
[50:21](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3021s) Career Advice for Aspiring CEOs
When asked what advice he would give to a VP who aspires to become a CEO, Hale emphasizes the importance of functional diversity. Reflecting on his own career, he explains that he was highly intentional about operating in almost every corporate function. He has run call centers, worked on sales teams, trained in product development, spent time in the field, worked as an M&A executive, and led both internal startups and large business units.
This diverse background gives a CEO two critical advantages: deep empathy for the various teams they oversee, and the ability to accurately assess the leaders they hire for those functions. The host notes that the CEO of Goldman Sachs shared this exact sentiment, reinforcing that a broad, multi-disciplinary career path is the ultimate preparation for top-level leadership.
[51:43](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3103s) The Brutal Realities of Being a First-Time CEO
Transitioning to his personal takeaways, the host shares his experiences coaching first-time CEOs, shedding light on the hidden stresses of the job. He notes that the role is far more stressful than people anticipate, particularly when a company grows past 100 employees. At that scale, the weight of knowing that hundreds of employees, spouses, and children depend on your decisions becomes incredibly heavy. The host candidly shares that his own stress peaked at this stage, leading to panic attacks that required him to get on an SSRI to calm down.
Additionally, first-time CEOs are often surprised by how much of their job is pure sales—constantly pitching to customers, talent, investors, and partners. There is also a stark realization that "no one is coming to save you." Unlike lower-level roles, the ultimate responsibility stops with the CEO; you cannot complain to your VCs or your employees, leaving you with very few outlets. Almost every successful CEO has survived a traumatic, public crisis where they were dunked on by users on X (formerly Twitter) and Reddit, requiring an incredibly thick skin to survive.
- **The 100-Employee Threshold:** The point where organizational scale dramatically increases personal stress for founders.
- **The Merging of Brand:** As the company grows, the CEO's personal brand merges with the company, meaning they can no longer "think out loud" without employees immediately acting on casual remarks.
[55:09](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3309s) Navigating the Scale from 200 to 2,000 Employees
When a company scales from 200 to 2,000 employees, operations often slow down, and many businesses die in this "quagmire." To avoid this, the host advocates for the classic rule: "hire slow and fire fast." Though difficult for human beings to execute, delaying necessary terminations is a universal regret among founders. He also advises keeping a wide span of control and delaying the hiring of an external "director layer" as long as possible, as these middle managers can introduce unnecessary bureaucracy.
To keep the organization aligned, the host shares a framework used at HubSpot: Enterprise Value (EV) is greater than Team Value (TV), which is greater than Member Value (MEV). In growing companies, executives often optimize for their own teams (TV) at the expense of neighboring departments. By writing "EV > TV > MEV" on whiteboards across the office, he constantly pushed employees to solve for the whole company first. Finally, he recommends maintaining a 50/50 ratio of experienced external hires to homegrown talent to preserve critical institutional knowledge, and references Elon Musk's "vector alignment" concept, which views every employee as a vector of a certain direction and magnitude that must point the same way to make progress.
[57:33](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3453s) Vector Alignment and Avoiding the Scale Trap
The speaker shares a crucial lesson on organizational alignment, comparing employees to mathematical vectors. In any company, individual employees act as vectors of varying strengths, but they are often pointed in completely different directions. The ultimate challenge for a leader, regardless of how big or small an individual employee's impact might be, is to get everyone pointed in the exact same direction to actually get things done. By utilizing "vector alignment and a little tiny bit of lightweight planning," founders can successfully navigate the scaling process and avoid the notorious "200 to 2,000 trap" where organizational growth begins to stall.
- The core challenge of scaling is ensuring all employee "vectors" are aligned and pointing in the same direction.
- Lightweight planning is presented as a highly effective, low-overhead tool to maintain alignment during rapid growth phases.
[57:54](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3474s) The Hidden Commandments of Pricing and the Goodwill Gap
The discussion shifts to pricing strategy with a humorous biblical analogy. The speaker jokes that when Moses came down from the mountain, he actually had a third tablet containing an 11th and 12th commandment. The 11th commandment dictates that "over time, your product's pricing will go up," while the 12th warns that "over time, your product's pricing will get more complicated." While sales organizations absolutely love this creeping complexity and upward price pressure, products and customers do not. To illustrate a better path, the speaker praises Tom's approach of shifting his business model to a subscription while keeping it incredibly simple and highly affordable at just "six bucks a month."
Founders are cautioned against the temptation to perfectly match their pricing to the supply and demand curve of customer willingness to pay. While established, 15-year-old companies might get away with maximizing that curve, startups should actively avoid it. Perfectly matching the curve forces pricing to become adversarial, expensive, and overly complicated. Instead, startups should maintain a deliberate gap between customer willingness to pay and the actual price charged. This gap represents "goodwill," a powerful force that drives word-of-mouth growth and ultimately "pays itself back in spades."
- The 11th Commandment of pricing: "over time, your product's pricing will go up."
- The 12th Commandment of pricing: "over time, your product's pricing will get more complicated."
- Tom's pricing strategy: A simple, non-adversarial subscription model priced at $6 a month.
- The Goodwill Gap: The deliberate space between maximum willingness to pay and actual pricing that fosters customer loyalty and organic word-of-mouth.
## Notable quotes
> [00:00](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=0s) I want my shot. — Tom Hale
> [02:32](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=152s) ratio of kibble to champagne favors the kibble — Tom Hale
> [06:20](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=380s) people will remember how you make them feel — Maya Angelou
> [11:26](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=686s) culture begins and ends at the door — Tom Hale
> [11:26](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=686s) 100,000 generations of humanity have optimized for connecting in person — Tom Hale
> [15:11](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=911s) I expect more from you — Tom Hale
> [20:03](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1203s) You can't hire a dog and then bark for them.
> [27:33](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1653s) earn your stripes with your customers every month
> [29:12](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=1752s) you don't poke them
> [33:49](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2029s) when you explain, you lose
> [33:49](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2029s) the only way out is through — Tom Hale
> [33:49](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2029s) Is you got to be comfortable being uncomfortable. That is the key. That is the nature of it. — Tom Hale
> [36:09](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2169s) complexity kills — Tom Hale
> [42:45](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=2565s) No. Because of Oura. You don't know how valuable it is. — Marco Bizzarri
> [51:43](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3103s) no one is coming to save you — Brent
> [57:54](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3474s) over time, your product's pricing will go up — Brent
> [57:54](https://www.youtube.com/watch?v=9kTMdaC0Fz0&t=3474s) over time, your product's pricing will get more complicated — Brent
## Mentioned
Oura, Tom Hale, Oura Ring, YouTube, Sequoia Capital, Reddit, Apple, Gucci, Brent, HubSpot, Steve Jobs, Jerry Garcia, Mahatma Gandhi, Maya Angelou, Elon Musk, Slack, Dilbert, SurveyMonkey, Netflix, Spotify, SaaS, LinkedIn, Salesforce Tower, Natural Cycles, FDA, Marco Bizzarri, Target, Best Buy, Costco, Apple Watch, China, United States, Goldman Sachs, SSRI, X, Twitter, Enterprise Value, Team Value, Member Value, Moses
Oura CEO Tom Hale转型订阅模式推动硬件增长
尽管最初遭遇消费者抵触,但将硬件转向订阅模式契合了长期客户价值,并为持续的软件创新提供了资金支持。
在本次对话中,Oura CEO Tom Hale与主持人Brent深入探讨了领导力面临的严峻挑战,指出这一角色所承担的责任与压力远多于光鲜表面。他们探讨了跨越规模扩张“混乱中间期”的组织战略、如何管理美国与芬兰之间的跨文化团队,以及如何通过保持高工作要求来规避办公室政治。此外,Hale还详细阐述了Oura转型订阅模式背后的战略决策、与Gucci备受瞩目的奢侈品合作,以及为何智能戒指独特的生理学优势让他在Apple的阴影之下仍能保持自信。
从200人扩展到2,000人是企业发展的“混乱中场”,组织极易因中层管理膨胀和官僚主义而放缓,甚至在人员多于工作时滋生内耗与地盘争夺。 (18:30)
出任CEO伴随着巨大的责任与压力,“狗粮远多于香槟”,领导者必须独自承受失败并平衡团队情绪,甚至在遭遇全网舆论压力时咬牙坚持。 (2:32)
Oura成功从一次性硬件购买转型为每月6美元的订阅模式,通过向软件和健康分析持续投入来拉高价值与价格比,实现了极高的用户留存率。 (29:12)
与Gucci联名推出999美元智能戒指的成功,验证了穿戴设备的情感与非功能性价值,并推动Oura全面进军Target、Best Buy等实体零售渠道。 (42:45)
面对Apple等科技巨头的竞争,手指部位高出50至100倍的生物信号强度及海量纯净睡眠数据,为Oura构建了强大的AI预测壁垒。 (45:27)
Reading summary
Drawing on executive experience at Oura and HubSpot, Tom Hale and host Brent argue that navigating the 'messy middle' of scaling requires absorbing severe leadership stress, fiercely resisting middle-management bureaucracy, and aligning recurring business models with authentic customer goodwill.
The Psychological Burden of Executive Leadership (2:32)
Both Hale and Brent observe that the operational reality of being a CEO sharply diverges from external perceptions of glamour. Hale notes that the 'ratio of kibble to champagne favors the kibble,' requiring leaders to absorb organizational failure while balancing emotional swings—raising alarm during excessive celebration and projecting optimism during crises. Brent recounts developing panic attacks once HubSpot crossed the 100-employee mark, realizing hundreds of livelihoods depended on his choices.
Managing Organizational Drag in the Messy Middle (15:11)
The transition between 200 and 2,000 employees represents a perilous phase where organizational progress frequently slows. In early startups, work naturally exceeds headcount; however, approaching 2,000 employees risks flipping this asymmetry, encouraging territorial politics as staff compete for projects. To avoid bureaucratic paralysis, leaders must maintain flat hierarchies, delay adding layers of external directors, and promote internal believers aiming for executive paths. Brent highlights the principle of 'vector alignment' alongside HubSpot's framework of Enterprise Value (EV) over Team Value (TV) over Member Value (MEV) to keep teams pulling in the same direction.
Bridging Distinct Corporate Cultures and Mission (11:26)
Managing Oura requires harmonizing an American capitalist mindset with a Finnish egalitarian, non-hierarchical culture that offers little automatic deference to authority. Hale argues against forcing a corporate monoculture, advocating instead for regular in-person gatherings funded specifically to build social capital in remote-first setups. He also practices 'lurking' in front-line Slack channels to offer direct recognition. Maintaining focus across scaling organizations additionally relies on keeping the voice of the customer central—particularly in health technology, where life-saving testimonials sustain morale—and balancing an estimated 80/20 ratio of mission-driven product builders to commercially focused sales talent.
Subscription Transitions and the Goodwill Gap (27:33)
Oura's shift from a single hardware transaction to an integrated $6-per-month subscription was controversial but essential to fund continuous software and biometric research. Pure hardware models disincentivize ongoing software improvements for existing users, whereas subscriptions force companies to continuously deliver value. Despite intense online backlash across Reddit and LinkedIn, Hale refused to retreat, asserting that enduring discomfort is necessary to establish new category models.
To preserve customer loyalty, companies must target a value-to-price ratio above 1.5 or 2.0 and resist creeping pricing complexity. Startups benefit from maintaining a 'goodwill gap'—the deliberate margin between a customer’s maximum willingness to pay and the actual price charged—which fosters word-of-mouth advocacy and yields sustained retention.
Establishing Moats Through Form Factor and Partnerships (42:45)
Addressing competition from major incumbents like Apple, Hale explains that two-thirds of Oura users already wear a secondary device, typically an Apple Watch. Rather than competing directly, the form factors complement one another: rings measure resting biometrics at night while smartwatches handle daytime notifications. Physiologically, the finger's surface blood vessels deliver biometric signals 50 to 100 times stronger than the wrist, providing clean data that fuels AI models. Furthermore, selective partnerships validate commercial expansion; Oura's $999 collaboration with Gucci highlighted the emotional, non-utility value of wearable jewelry and established the consumer confidence necessary to enter physical retail chains like Target and Costco.
Hale and Brent conclude that executive survival across scaling organizations hinges on enduring public criticism, keeping operational structures lean, and resisting opportunistic pricing traps. While deep data moats and specialized form factors offer defensive advantages against tech giants, long-term resilience ultimately depends on maintaining organizational conviction when navigating uncomfortable strategic transitions.
[0:00] Tom Hale: I want my shot.
[2:32] Tom Hale: ratio of kibble to champagne favors the kibble
[6:20] Maya Angelou: people will remember how you make them feel
[11:26] Tom Hale: culture begins and ends at the door
[11:26] Tom Hale: 100,000 generations of humanity have optimized for connecting in person
[15:11] Tom Hale: I expect more from you
[20:03] You can't hire a dog and then bark for them.
[27:33] earn your stripes with your customers every month
[29:12] sleeping bears
[29:12] you don't poke them
[33:49] when you explain, you lose
[33:49] Tom Hale: the only way out is through
[33:49] Tom Hale: Is you got to be comfortable being uncomfortable. That is the key. That is the nature of it.
[36:09] Tom Hale: complexity kills
[42:45] Marco Bizzarri: No. Because of Oura. You don't know how valuable it is.
[51:43] Brent: no one is coming to save you
[57:54] Brent: over time, your product's pricing will go up
[57:54] Brent: over time, your product's pricing will get more complicated
Original transcript
[0:00] Just by paying attention to the work
[0:02] that was happening at all levels of the
[0:04] company from the lowest to the highest.
[0:06] By paying attention and being like,
[0:08] "Hey, that's a really good idea or have
[0:09] you considered this?"
[0:11] It made a culture of it's okay to have
[0:14] ideas and have them move up and down.
[0:16] And by the way, people would challenge
[0:17] me. And in challenging me then they felt
[0:19] confident that like we were going to get
[0:21] to the best idea because it wasn't just
[0:22] my idea. Creating this sort of
[0:24] non-hierarchical culture that's not
[0:26] bound by time or geography or role,
[0:29] really powerful.
[0:34] >> [music]
[0:47] >> Okay, this episode is with Tom Hale, an
[0:50] old friend of mine who's the CEO of
[0:52] Oura, of Oura Ring fame. When I was in
[0:55] my early 50s, I had a very bad
[0:58] snowmobile accident and drove with
[0:59] snowmobile
[1:01] and you can't see my body, but it's
[1:04] absolutely chock-full of metal and I
[1:06] thought I was going to die that night. I
[1:09] was lying at the bottom of the cliff
[1:11] and
[1:12] um
[1:13] I've been a CEO of HubSpot for 15 years
[1:15] like I'm done. I'm I'm tired. I'm done.
[1:18] I'm burnt out. He went the other way,
[1:20] you know, he had been kind of a
[1:21] corporate executive some really
[1:22] interesting companies his whole career.
[1:24] In his early 50s he's like, "I want my
[1:26] shot." And so we talked about that what
[1:28] he didn't expect from the job, the good,
[1:31] the bad, and the downright ugly of being
[1:33] a CEO. He's pretty thoughtful about
[1:35] that.
[1:36] What really is interesting to me about
[1:38] Tom is he spent his entire life in
[1:41] companies between 200 and 2,000
[1:44] employees. That is the messy middle.
[1:46] That's where things slow down. That's
[1:48] where bureaucracy happens. That's where
[1:50] middle managers happen. That's where you
[1:52] really slow the gears of progress down.
[1:55] And we talk a bunch about what it takes
[1:57] to keep that engine revving through that
[1:59] and how not to get caught in the
[2:01] quagmire.
[2:02] We also talked about he's got a team in
[2:04] in Finland. This company was started in
[2:06] Finland and he's got a team here in the
[2:07] US.
[2:09] And man, are they different?
[2:11] Um the Americans are obviously very
[2:13] capitalist creatures and the Finnish are
[2:15] much more on the socialist side. And we
[2:17] talk about how to manage those two. And
[2:19] a lot of you are in the US now and
[2:22] thinking about going international. I
[2:24] think there's a lot of lessons here for
[2:26] you.
[2:26] So, lots of good stuff. I'm going to get
[2:28] you back at the end with my take on what
[2:30] he had to say.
[2:31] Thanks for being here.
[2:32] >> Hey, thanks for having me, Brent. Um I
[2:34] have a little story for you.
[2:35] >> Okay.
[2:37] Four years ago, I was snowmobiling in
[2:41] Woodstock, Vermont. As one does. Yes.
[2:43] And with my son and the snowmobile went
[2:47] off a cliff.
[2:48] >> Oh my god. It hit the bottom.
[2:50] Snowmobile's in a million pieces. My son
[2:52] and I were in a million pieces.
[2:54] Um and at the bottom of that I know one
[2:58] knew where we were and it was 4:00 in
[2:59] the afternoon.
[3:00] I was pretty sure we were both going to
[3:02] die that night.
[3:03] >> Mhm.
[3:04] And while I was sitting there at the
[3:05] bottom of the cliff, I said, "I need to
[3:07] make some big changes in my life." No
[3:09] more snowmobiles. Yes, that too.
[3:11] [laughter]
[3:12] But the biggest change was I don't want
[3:14] to be a CEO anymore. Uh-huh. Why did you
[3:16] want to be a CEO after all these years?
[3:19] >> Wow, that's a good question.
[3:21] Um I think the obvious answer and maybe
[3:24] the the really the true answer is it was
[3:26] a bucket list item I had to check off my
[3:28] list.
[3:28] >> And and the thing is actually and maybe
[3:30] this is TMI, but I also wanted to prove
[3:33] to myself that [snorts] I had it Yep.
[3:35] >> to do it. Is it everything you had
[3:37] hoped? And more.
[3:39] >> Really? Um much much harder Okay. than
[3:42] than I thought and I'm sure you can
[3:43] appreciate that and any CEO in the world
[3:45] will appreciate that. Much harder. Much
[3:47] harder than I thought.
[3:48] >> What's harder than you thought? Um
[3:51] it's
[3:53] it's not the work that's harder, it's
[3:55] the responsibility and the stress. It's
[3:58] the waking up at 4:00 a.m. and being
[3:59] like, "Oh my god, is this going to
[4:01] work?" And and what is it going to take
[4:03] to make it work?
[4:05] That I think it's pressure, it's stress,
[4:07] it's responsibility, it's all the people
[4:09] that you have you know, you
[4:12] they they've put their faith in you
[4:13] whether it's your board or your
[4:14] employees or your customers and you have
[4:16] to carry that and you know, what they
[4:17] say, the buck stops here. Absolutely
[4:20] true. Mhm.
[4:21] I felt [snorts] that too. I was pretty
[4:23] calm in the first four or five years of
[4:25] HubSpot, but I was kind of stricken with
[4:28] stress and started having I never had
[4:31] any before panic attacks like five years
[4:33] in and it was that. It was like, "Oh
[4:35] man, we have 100 employees and they're
[4:37] really counting on me."
[4:38] >> 100%.
[4:39] >> Um that was the
[4:41] What do people misunderstand about
[4:43] CEOing?
[4:45] Well, I think they think it's a lot more
[4:47] fun than it is.
[4:48] >> Okay, so is it not fun? Uh no, I mean I
[4:50] don't I don't think actually it's not
[4:51] fun. I think there is fun. I just think
[4:52] that the sort of ratio of kibble, you
[4:54] know, to champagne favors the kibble
[4:56] >> Yes.
[4:58] Yes.
[4:58] >> And and I think that that part of it is
[5:00] the responsibility which we just talked
[5:01] about, but part of it is also you kind
[5:04] of the things about work that I really
[5:06] enjoy like building something in a fine
[5:08] grain of detail and making it beautiful
[5:10] and and and owning that and feeling
[5:12] pride in that. And I I still get that,
[5:14] but just not as much.
[5:15] >> Mhm.
[5:15] >> [snorts]
[5:15] >> Um or um feeling the success. You get
[5:20] everyone gets to participate in the
[5:21] success, but in some way like it's
[5:22] really your team, it's not you who gets
[5:24] to own that success. But you know what?
[5:26] Participating in failure, you get to own
[5:28] that failure because in many cases like
[5:30] it was either your decision or your
[5:31] direction or the system that you set up.
[5:33] So, I think that's I think that's the
[5:34] thing people get wrong is they don't
[5:36] they don't understand. They think it's
[5:37] like it's glamorous and it's it's this
[5:39] and that and you're on podcast or
[5:41] whatever. Like that's sure, there's an
[5:42] element of that, but like that is not
[5:44] the main portion of the experience. At
[5:46] least not for me. I call it the [ __ ]
[5:48] umbrella. You have to like absorb all
[5:50] the [ __ ] for the company.
[5:52] >> that's right. I I mean my my analogy is
[5:54] that you're on a boat and that boat if
[5:57] it's going great, your job is while
[5:59] everyone's over on this side of the boat
[6:00] being like, "Hey, everything's great
[6:01] over here." And you have to be on this
[6:02] side being like, "Everything's terrible.
[6:03] We have to think about that." And vice
[6:05] versa, when everything's terrible, you
[6:07] got to go to the other side of the boat
[6:08] and be like, "Hey guys, there is light
[6:11] on the horizon and where we're going is
[6:12] going to be great. It may feel terrible
[6:13] right now, but we've got to get there."
[6:15] And I think that that's that's a big
[6:17] job, a big job of responsibility and
[6:18] it's hard. Mhm.
[6:20] I had some CEO heroes that I copied. I
[6:23] copied Steve Jobs, Jerry Garcia, and my
[6:27] dad. They were my Mount Rushmore
[6:30] >> Wow. Okay.
[6:32] >> Who's on your Rushmore?
[6:33] Well, you know, Steve Jobs I think would
[6:35] make it for sure. Um and I We're kind of
[6:37] we're probably similar age and I think
[6:38] people who grew up
[6:39] >> I got to work, you know, tangentially.
[6:41] We were an ISV on the on the Apple
[6:43] platform. So, we got to meet him a
[6:44] couple of times and he was a hero. The
[6:46] person who came back and and recovered
[6:48] Apple from its demise was a hero,
[6:50] bonafide. Um and the sort of champion of
[6:53] creative professionals. So, he would be
[6:54] one. I think not necessarily a CEO, but
[6:57] Gandhi partially because he uh
[7:00] sort of as a man of the people and I
[7:02] think humility is such an important both
[7:04] value for me personally, but also for a
[7:05] CEO. It's important. So, so Gandhi would
[7:07] have it. And then God, if I had to think
[7:09] of one more,
[7:11] um
[7:12] Oh, I know who it would be. So, Maya
[7:14] Angelou.
[7:15] Um not because she's such a great CEO,
[7:17] but because she said something which I
[7:19] really believe is which is like people
[7:21] will remember how you make them feel.
[7:23] And I think as a leader the unintended
[7:25] consequence is actually the greatest
[7:27] risk, not the intended consequence. And
[7:29] if you leave people feeling, you know,
[7:31] in a way that you don't intend to, I
[7:33] think that could be devastating for a
[7:34] company. A lot of CEOs of the generation
[7:38] under younger than we are,
[7:40] it's not Jobs, it's Elon.
[7:42] >> Yeah. And they've absorbed his for
[7:45] better or worse his work ethic
[7:47] and 996 and a hard coreness about it. Um
[7:53] this whole generation of founders is
[7:55] kind of like that. What's your take on
[7:56] that? And is is is your company like
[7:59] that? Um
[8:01] I am somebody who probably works 996 or,
[8:04] you know, something like that, some
[8:06] approximation of that. And and I think
[8:08] um I think there is value in it.
[8:10] However, I would modify it one bit which
[8:13] is that if you're working 996 or your
[8:15] version of that to the exclusion of
[8:18] making sure that you are
[8:21] um
[8:21] thoughtful and recovered and in a good
[8:25] state of mind. If you're in a constant
[8:26] state of anxiety and a constant state of
[8:29] activity and you don't leave room for
[8:30] any kind of recovery or reflection,
[8:32] you're probably not doing it right. At
[8:33] least in my book. And so it it it at
[8:36] Oura and and what's interesting about
[8:38] Oura is that we make products that are
[8:40] there to help you be healthier and to
[8:43] find mindfulness and recovery in your
[8:45] life. Um actually when I came on board,
[8:48] we had to sort of push a little bit
[8:50] towards the performance and you know, we
[8:53] never say 996, but we say like no, we
[8:55] you like we get the job done. And and we
[8:58] do what it takes to get the job done.
[8:59] And so I had to shift it a little bit in
[9:00] that direction, but that at the same
[9:02] time we never lost the values of rest
[9:04] and recovery and the importance of it. I
[9:05] think the thing is like finding that
[9:07] balance, that's what we talk about. We
[9:08] talk a lot about balance. How do you
[9:11] find balance? And I think one of the
[9:12] ways to think about it from a CEO
[9:14] perspective is that different parts of
[9:16] the company at different times in the
[9:17] year, different stages of the product
[9:19] cycle are going to be at peak Okay.
[9:21] >> 996 and other parts are going to be at
[9:23] recovery. And that's like you just ship,
[9:25] you know what? Probably shouldn't go
[9:26] back 996. Take a couple days. Recover.
[9:29] Rest. Think about what you want to do
[9:30] next. Be intentional. And so I think
[9:32] that kind of idea that you can't run
[9:34] everybody at at the redline all the
[9:36] time. You got to you got to dial it up
[9:38] and dial it down. You got to recognize
[9:40] that if you're on the bomb run to ship,
[9:41] it's going to be 996 or whatever it is
[9:43] to to get there. Okay, speaking of your
[9:46] employees, uh you're CEO of a company
[9:48] that was founded in Finland.
[9:50] >> Yes. Um
[9:51] >> Very proud. Yeah, they should be.
[9:54] Um and you should should
[9:55] It's a wonderful company.
[9:57] Um
[9:58] Tell me a little bit about your first
[10:00] trip to Finland.
[10:01] >> [laughter]
[10:02] >> Yeah, so so uh
[10:05] I have worked with, you know,
[10:07] uh Finns in the past. So, I had a little
[10:09] bit of experience, but but I had never
[10:10] been a a leader of Finns. I'd been a
[10:12] partner and a colleague.
[10:14] And so,
[10:16] there's also, I think, a good tradition,
[10:18] I think, in Finland of like
[10:19] um
[10:21] they're not hierarchical. Not Not a lot
[10:23] of respect for
[10:25] Not that they don't have They're not
[10:26] disrespectful. It's just like, "Look,
[10:27] you know, we're all It's very socialist,
[10:29] non-hierarchical society." Yep. So, I
[10:30] show up and um you know, they're like,
[10:32] "Well, we're going to go do some sauna."
[10:34] And of course, as you know, it's a
[10:35] Finnish national tradition, and so we go
[10:37] to the sauna, get in the sauna, it's
[10:38] hot, I'm very hot. Then we, you know, we
[10:40] go outside and it's very cold and we get
[10:42] in the freezing, freezing cold water and
[10:44] you're shaking and then you get back in
[10:45] the sauna, it's great. And I was like,
[10:47] "This is amazing. I feel like I've I've
[10:48] passed the test. I've shown my true
[10:50] Finnishness." And then of course, we
[10:52] went to the second office, which is in
[10:54] Oulu, which is a little bit further,
[10:55] close, you know, closer to the North
[10:57] Pole. And we did the exact same thing,
[10:59] except no sauna.
[11:01] >> [laughter]
[11:02] >> You know, and so this time like,
[11:04] literally, I'm not even getting hot to
[11:05] get in the water. I'm just like, you
[11:06] know, I'm stripping down to my my
[11:08] skivvies, I'm walking into a river where
[11:10] it's freezing cold, I'm sitting there
[11:11] for 45 seconds, I'm monitoring my heart
[11:13] rate on the Oura Ring app.
[11:16] Mostly to say make sure I stay alive and
[11:19] walk out and there's nowhere to get
[11:20] warm, just a towel.
[11:21] >> Okay, so you passed the Sounds like you
[11:22] passed the test.
[11:23] >> I passed the test, but maybe just
[11:25] barely. Okay, you referred to Finns as
[11:27] socialist.
[11:29] Um Americans are very capitalist.
[11:32] >> You've got call it close to half your
[11:35] employees in each country.
[11:36] >> Yep. What's it like with two different
[11:39] very different cultures and trying to
[11:40] blend them and manage them? Like, what I
[11:43] Maybe this is a philosophy of culture,
[11:45] which is that you can't make a single
[11:47] culture. I mean, you can. There are
[11:48] elements of our culture which are shared
[11:50] across Finland and the US. Um you know,
[11:53] passion for the product and a sense of
[11:55] mission around health and
[11:57] um you know, blah blah blah.
[12:00] But the thing is, they're very distinct.
[12:01] I think culture begins and ends at the
[12:03] door. The Finnish culture is actually
[12:04] different from the US culture and what
[12:06] makes the company strong is that those
[12:08] cultures can coexist and they can
[12:10] stimulate each other and they can
[12:12] uh you know, propagate ideas across
[12:14] They're not They're not like uh They're
[12:16] not one monoculture. They're They're two
[12:18] cultures and they they generate ideas
[12:20] and they generate activity in in ways
[12:21] that are different. And And quite
[12:23] frankly, I think, you know, it's part of
[12:25] what makes a company good is to have a
[12:26] diversity of cultures and viewpoints.
[12:28] Okay, I would imagine you kind of like
[12:30] at HubSpot and lots of other scale-up
[12:32] companies
[12:34] post-pandemic people got a little more
[12:36] hardcore and more into performance
[12:37] culture and just started pushing harder.
[12:40] Not easy. What was It sounds like you
[12:43] kind of went through something similar.
[12:44] What was that like in Finland with the
[12:47] Finnish employees? How'd that go over?
[12:49] How'd you manage through that? You know,
[12:51] um well, first of all, I think COVID, in
[12:53] a weird way, was a health crisis that
[12:54] everybody on the planet experienced. And
[12:56] so, in some sense, you had a huge
[12:57] commonality, weirdly. And as a
[12:59] healthcare kind of oriented company, it
[13:01] actually pulled people together. And in
[13:04] a in a weird way, it also changed a
[13:05] bunch of other norms about how you work,
[13:06] you know, remotely and all that stuff.
[13:08] And actually, quite quite positive. But
[13:11] to kind of go to your question, um when
[13:15] you know, post-COVID, you sort of had
[13:17] everybody
[13:18] um I don't know if you I felt like the
[13:20] whole civilization of of humanity was
[13:22] like in recovery post-COVID. And so, um
[13:26] you know, one of the things that that I
[13:27] felt really strongly that we had to do
[13:30] was to sort of establish norms of
[13:32] getting people to work together
[13:35] um in person,
[13:36] but not come to an office. And so, what
[13:39] we did is we set up like um a fund and a
[13:42] practice of bringing people together,
[13:44] having them stay together for two or
[13:45] three days, making it really intense, a
[13:48] lot of connection, and we shifted budget
[13:49] and time and energy to do that. And that
[13:51] actually, I think, made a huge
[13:53] difference post-COVID.
[13:54] >> make sure that your your kind of a
[13:55] remote culture, but you you fund get,
[13:58] you know, whatever. Yeah, at the team
[14:00] level, at the organization level, at the
[14:03] company level, and get people together
[14:05] in person, because it turns out, I don't
[14:07] know, 100,000 generations of humanity
[14:09] have have optimized for connecting in
[14:11] person, right? Like, you know, I can
[14:13] read your face and know that like you
[14:14] trust me or you're listening to me or
[14:16] you care about what I'm saying. And that
[14:18] just reinforces all this cultural and
[14:20] social capital that you have as a as a
[14:21] team that you're sort of banking, so
[14:24] that later when, you know, things get
[14:25] tough or you're remote or whatever, you
[14:27] can you can draw on it. So, that was a
[14:28] big a big part of what we did. I think
[14:31] the other thing that that that I, you
[14:32] know, maybe this is what I did
[14:34] personally, was I made a point of being
[14:35] incredibly visible. Um even when I
[14:38] couldn't be, you know, we had hired a
[14:39] bunch of people during COVID, so you
[14:40] can't I can't drop by your office. But
[14:42] you know what I can do? I can kind of
[14:43] lurk in your in your Slack chat and if I
[14:45] see some really great work, I'm going to
[14:46] comment directly right on that. And um
[14:49] I think this is maybe this is a hint for
[14:51] other folks or maybe if they want to do
[14:54] this, they can.
[14:57] Just by paying attention to the work
[15:00] that was happening at all levels of the
[15:01] company, from the lowest to the highest,
[15:03] by paying attention and being like,
[15:05] "Hey, that's a really good idea or have
[15:06] you considered this?"
[15:08] It It made a culture of it's okay to
[15:11] have ideas and have them move up and
[15:13] down. And by the way, people would
[15:14] challenge me. And in challenging me,
[15:16] then they felt confident that like we
[15:18] were going to get to the best idea cuz
[15:19] it wasn't just my idea. And he would do
[15:21] that We did that in Slack or we did that
[15:23] in these meetings that we pulled people
[15:24] together.
[15:25] >> And like creating this sort of
[15:26] non-hierarchical culture that's not
[15:28] bound by time or geography or role,
[15:31] really powerful. Okay.
[15:33] Um just kind of back to you.
[15:35] You've had a super interesting career.
[15:39] Um
[15:39] you've kind of lived in that kind of
[15:42] call it 200 to 2,000 employees, roughly.
[15:45] >> Yeah.
[15:46] Um
[15:47] a lot of the
[15:49] the found CEO founders I work with are
[15:51] kind of in that spot.
[15:53] >> about to go in that spot.
[15:55] >> Yeah. What goes wrong between 200 and
[15:58] 2,000?
[15:59] >> Yeah. Um yeah, let's start there. Well,
[16:01] Steve Jobs famously said, right? You
[16:03] know, when the bozos come.
[16:05] Did they come? They did. Um I think in
[16:07] every company in that scale, you you end
[16:10] up hiring a lot of people and sometimes
[16:12] your hiring is maybe the stakes are, I
[16:15] don't know, slightly less high or
[16:16] something like that. And somehow some
[16:18] some bozos might come. So, the key is
[16:19] like, you want to resist that, you want
[16:22] to identify, you know, that and and move
[16:24] to correct it if you can. And And by
[16:26] bozos, just to be clear, you know,
[16:28] they're people who are well-intentioned,
[16:29] but maybe not as committed or as
[16:31] mission-driven or as focused or whatever
[16:33] it is.
[16:34] So, in that scale, uh you have to be
[16:36] careful. That's probably the biggest
[16:37] risk I can see. The other risk, of
[16:39] course, is that you lose whatever it was
[16:41] that got you to 200 people, which is
[16:43] that kind of like that passion, the
[16:45] spirit, the sense of of mission that
[16:47] brings everyone together to accomplish a
[16:49] common goal. That's very difficult, but
[16:50] requires everybody to like, you know,
[16:52] put their shoulder against the wheel.
[16:54] And I think what's interesting is that
[16:55] if you can preserve that between 200 and
[16:57] 2,000 people, it's the most interesting
[16:59] time in a company.
[17:00] More than 2,000 stops being interesting
[17:02] because you're managing managers who are
[17:04] managing managers. And And your
[17:05] influence is is muted. At 200 to 2,000
[17:09] is a
[17:10] uh I'm not a founder, I'm a CEO. But as
[17:12] a CEO, I can be in touch with directly
[17:15] those 2,000 people and I can touch them.
[17:17] Just like I was talking about this sort
[17:18] of idea of like going into someone's,
[17:20] you know, small group Slack and being
[17:22] present and being visible, you can do
[17:25] that. And And people can talk to me.
[17:27] They can walk up to me and I can I can
[17:28] know their names and know what they're
[17:29] working on and have an idea about like
[17:31] what they're doing. I can say, "That's
[17:33] not just hey, clap on the back, great
[17:36] job." You know, it's more like, "You
[17:38] know, I noticed what you did here and it
[17:39] was really great." And that Those little
[17:42] moments with a CEO
[17:43] >> with that. huge.
[17:45] >> do enough of that.
[17:46] >> Huge. I mean, like I I remember coming
[17:48] up as a as a you know, a staffer, if the
[17:50] CEO noticed what I was doing and gave me
[17:52] a compliment, I could I could go for a
[17:55] year, you know?
[17:56] And so, I do I make a big effort to try
[17:58] and pay that forward in some way. Okay,
[18:01] so I took two things away from there.
[18:04] Um
[18:05] be careful not to hire a bunch of bozos.
[18:06] >> Well, yeah. How do you do that?
[18:09] Oh, and my second takeaway is be very
[18:11] present and give
[18:13] pos- give positive affirmation from time
[18:15] to time. And And negative, too. You have
[18:17] to be able to let people know when
[18:18] they're not doing a good job. And say,
[18:20] "I'm kind of disappointed in you." And
[18:21] it's not like, you know, "You're fired."
[18:23] Whatever. It's [clears throat] more just
[18:24] like, "Hey,
[18:25] I expect more from you." And the thing
[18:27] is, that that's a personal
[18:28] accountability. That's really powerful.
[18:30] One other thing I know we'll come back
[18:31] to your question. I think one other
[18:32] thing about 200 to 2,000
[18:35] is that there's an asymmetry. In In a
[18:37] startup, there's this amount of work and
[18:40] this many people to do it. So, you have
[18:41] to be really selective about what work
[18:42] you choose to take on. In 200 to 2,000,
[18:45] there's this amount of work and this
[18:47] many people, which actually means you
[18:49] can grow someone's career really fast
[18:51] and that's a great trade. Work hard and
[18:53] we'll move you quickly through the
[18:55] organization. We'll give you experience
[18:56] that you could never get at another
[18:57] company. That's a really powerful way to
[18:59] sort of get the most out of your human
[19:00] capital. Above 2,000, you have this much
[19:03] work and you have this many people,
[19:05] which means they're fighting for the
[19:06] best work and that's politics. And
[19:08] everybody talks about how they don't
[19:09] like politics.
[19:10] >> How do you keep it out?
[19:12] >> [snorts]
[19:12] >> You fight like hell to make sure that
[19:15] that asymmetry still favors uh work
[19:18] versus people, because that that's sort
[19:20] of the root cause, in my mind, of
[19:21] politics.
[19:23] And you do other things, too. You say,
[19:24] "We don't have a political culture." Or
[19:25] when you see someone behaving in a
[19:27] political manner, you say, you make an
[19:29] example of it and say, "This is not how
[19:30] we behave. We don't do this." I think
[19:32] that's, you know, sort of setting a
[19:34] norm.
[19:35] Um hiring leaders who are not political
[19:37] and then allowing them or encouraging
[19:39] them to model non-political,
[19:41] non-hierarchical behaviors. But I think
[19:43] the fundamental is this asymmetry of
[19:45] work to people, because what happens is
[19:46] people get territorial and they start to
[19:48] protect their work or they start to
[19:49] protect their opportunity and then that
[19:51] becomes You're You're You're your
[19:52] talking to each other about what you
[19:54] should do versus your customers. And
[19:55] then
[19:56] >> like that. I'm going to be Mind if I
[19:57] borrow your little
[19:58] >> You're welcome to completely [laughter]
[19:59] steal it. I don't I'm sure someone told
[20:01] me. I just forgotten who it was.
[20:03] >> One of the things I notice in these
[20:04] companies is like
[20:06] it's the director layer comes in.
[20:08] >> Yeah, yeah, yeah. And that it's it's by
[20:12] definition a middle management layer.
[20:15] >> Um
[20:16] and I encourage founders to push that
[20:18] director layer off as as long as they
[20:20] can.
[20:21] >> Yeah. Um
[20:22] do you have any
[20:24] advice for like when that comes in, how
[20:27] do you make that productive? How does it
[20:29] not turn into Dilbert?
[20:31] Well, um and by the way, for those of
[20:34] you don't know, Dilbert is a late '90s
[20:36] comic strip with the pointy-haired boss.
[20:38] >> [laughter]
[20:40] >> I guess I guess everybody knows Dilbert,
[20:41] or maybe I don't know. I think my kids
[20:43] If I ask my kids, I'm sure they'd be
[20:44] like, "What are you talking about?"
[20:46] >> That's a good point. But But okay, I
[20:47] know. Just so okay, just setting the So,
[20:49] I talk to a lot of millennials and a lot
[20:50] of Gen Z now, so I got to be really on
[20:52] it.
[20:53] Um You got a lot of rizz, by the way.
[20:54] What's that?
[20:55] >> You got a lot of rizz. [laughter] Thank
[20:56] you. Thank you very much. Um no cap. Um
[20:59] so
[21:00] >> Like stuff just slows down. And like the
[21:03] to-do list for HubSpot
[21:05] like it just got shorter. Like the
[21:07] bigger you get, the less you get done.
[21:09] Do you have tricks on how to keep the
[21:10] pace going? Yeah. Yeah, okay. I got a
[21:13] couple tricks. I don't know. Um I think
[21:15] they work. But uh here's here's one.
[21:18] Okay, so the first thing is you keep as
[21:20] few layers between the top and the
[21:21] bottom. Meaning, you know, you don't
[21:23] have senior directors and directors and
[21:26] VPs and senior Like you just try and
[21:28] kind of resist that for as long as
[21:30] possible. I think this is famously a
[21:32] flat organization if you can do that.
[21:34] So, that I think that's that's one way
[21:35] to do it. I think the second one is when
[21:37] you think about middle management, um I
[21:39] often favor promoting people internally
[21:42] in the company into middle management as
[21:43] opposed to hiring them. Now, I don't
[21:45] always do that. But one one of the
[21:47] reasons you do that is because you're
[21:49] able to identify both the kinds of
[21:51] people who might be good at it, but also
[21:53] you're able to identify are they true
[21:54] blue believers and do they have the
[21:55] passion and the mission? Because the
[21:57] worst thing you can have is somebody
[21:58] who's in middle management who has no
[21:59] ambition. Mhm. Because that's actually
[22:01] the Dilbert. The Dilbert's like, I I
[22:03] don't want my life to be complicated. I
[22:04] want my work life to be as as manageable
[22:07] as possible, and I'm going to manage
[22:08] everything to be managed. And that's the
[22:09] definition of an empty suit, right? What
[22:11] you hire is an ambitious middle manager
[22:14] whose ambition is to be a CEO. And know
[22:15] that at some point they're going to
[22:16] leave because they're going to have to.
[22:19] But that ambitious middle manager is one
[22:21] of the most effective prophylactics
[22:23] against sort of the propagation of
[22:25] bureaucracy. And I think the other thing
[22:27] that you do is you say, "Listen, um we
[22:29] really are going to empower you, and
[22:30] we're going to hold you accountable."
[22:31] And then you make that true. You can't
[22:33] hire a dog and then bark for them. You
[22:35] have to hire somebody and say like, "You
[22:36] have got to do this, and I'm going to
[22:38] hold you accountable for it. I might
[22:39] have some advice for you, and I might
[22:40] have some guidance. And and like but but
[22:43] you've got to do it. And it comes back
[22:44] sort of a variation on ambitious middle
[22:46] management, but it's basically we're
[22:47] going to give you the keys to the car.
[22:49] So, drive fast, but don't crash. Yeah,
[22:52] yeah. And and I think that the last
[22:53] piece of it is you create a company
[22:55] culture that reinforces that that's like
[22:57] re- risk-taking. You know, we're going
[22:59] to we're going to let you take some
[23:00] risk. And um but we're going to support
[23:03] you through that. And we're going to
[23:03] give you the the best advice we can. It
[23:05] goes back to this asymmetry thing where
[23:07] if you have enough time and energy to
[23:09] talk to people in middle management, you
[23:10] can one, root out the people who are
[23:13] >> [snorts]
[23:13] >> the Dilberts because you're talking to
[23:15] them. And then two, you can find the
[23:16] ones who are not the Dilberts that you
[23:17] can encourage them and model and say,
[23:19] "Hey, do what do what Sal's doing. Sal's
[23:21] doing an amazing job." Okay, related to
[23:23] this, this is more in B2B than B2C,
[23:26] and you worked in a bunch of B2B
[23:28] businesses. As the layers come in, the
[23:31] distance between the CEO and the
[23:33] customer Yeah. increases. Do you have
[23:36] any hacks for
[23:38] Okay, now you ain't got a bunch of
[23:38] layers.
[23:40] How do you stay in touch with the
[23:41] customer? How does that customer's voice
[23:43] propagate through the org?
[23:44] >> Yeah. Well, I I I worked at SurveyMonkey
[23:46] for a couple of years. And this is one
[23:48] of the things that we did was like to
[23:49] make sure the voice of the customer was
[23:51] sort of
[23:52] both programmatically pulled into the
[23:54] company and then distributed within the
[23:55] company. So, I think the ways you do
[23:56] that are like, you know, NPS surveys and
[23:58] sharing the the verbatim. And you have
[24:01] rituals and meetings where you do that.
[24:03] And I I can't remember, was it HubSpot
[24:04] that where they had the customer at the
[24:05] table every time? We did. Right? You
[24:07] always had like
[24:08] >> We still do at the board meeting. We
[24:09] invite a customer. We do a customer
[24:11] panel. And I just I think that's what
[24:12] you do. You set a culture that says
[24:15] it is part of the your job expectations
[24:17] that you're going to have customer
[24:18] interactions. If that's cruising Reddit
[24:21] or talking to people on airplanes or
[24:23] going to, you know, at B2B going and
[24:25] talking to customers, you are just going
[24:27] to do that. That's part of the job
[24:28] expectation. And you create both the
[24:30] time and the expectation that you do
[24:33] that so that you end up with more
[24:34] customer input. And then you say, "By
[24:36] the way, this is how you're successful
[24:38] in this organization. You're successful
[24:40] when you're framing things in terms of
[24:42] customer needs and solutions for
[24:43] customers and customer narratives and
[24:46] customer values. And in health in
[24:48] particular, like it's actually really
[24:50] easy because the customer stories for us
[24:53] are things like, "You saved my life. Uh
[24:56] you got me pregnant. Um
[24:58] you you saved my father's life. You
[25:00] helped me change my life for the
[25:01] better." And those narratives, by the
[25:03] way, are incredibly motivating. Those
[25:05] kinds of narratives, like people wake up
[25:07] in the morning at at Aura and are like,
[25:09] "Man, I I could I could I could save
[25:11] someone's life today. What am I going to
[25:13] What am I going to do to make that
[25:15] better?" And the thing is that that
[25:16] flywheel of like both customer
[25:18] understanding means you do a better job,
[25:20] but also customer empathy for something,
[25:23] you know, that's important.
[25:25] It just drives like, I don't know, extra
[25:26] 10, 15, 20, 30% of performance because
[25:29] people believe in what they're doing.
[25:31] Okay. A lot of founders have asked me
[25:33] about this the kind of the missionary to
[25:35] mercenary ratio. And the mercenaries
[25:37] start showing up around 200.
[25:39] >> Yeah, yeah. Um
[25:41] talk to me about
[25:42] >> Hey, listen, if you're in sales and
[25:44] you're not a mercenary,
[25:45] right? Um and and so I mean it's it's
[25:47] it's different by different companies,
[25:48] right? I mean, some companies are more
[25:49] sales-driven, some are more
[25:50] marketing-driven, some are more
[25:51] product-driven. So, I think that that
[25:53] ratio, by the way, you need both. You
[25:55] need missionaries and mercenaries. I
[25:57] think if you have mercenaries in your
[25:58] product and engineering org, probably
[26:00] not the right place for mercenaries. You
[26:01] want people who want to build beautiful
[26:02] things that are amazing that that are
[26:04] express who they are.
[26:06] >> building something boring?
[26:07] Same. You find the people who are
[26:10] passionate about it, you know? I mean,
[26:12] uh you find the people who care about
[26:14] what it is that they're doing. Or you
[26:15] find a way to make them care. I mean,
[26:17] SurveyMonkey, it's interesting. At
[26:18] SurveyMonkey, um we translated the
[26:21] mission into giving a voice to all the
[26:25] people who don't have voices. And And
[26:26] the thing is like, okay, sort of sort of
[26:28] true. Yep. But the reality is the people
[26:30] who came to work were like, "Yeah, I'm
[26:31] amplifying the voices of like employees
[26:33] or customers or whatever." And that was
[26:34] the reason for them to be committed to
[26:36] their mission. So, I think you got to
[26:38] find something that does it. Um I just I
[26:41] I think it is so important to have
[26:43] missionaries in the company and to to
[26:45] elevate them. At the same time, you
[26:47] know, if you're going to market, you
[26:49] want people who have commercial
[26:50] instincts.
[26:51] And And commercial instincts are
[26:53] correlated highly
[26:54] with a mercenary viewpoint. Now,
[26:57] I think mercenaries are also a caustic
[26:59] term. Yeah. It basically implies that
[27:00] you're willing to kill for money.
[27:02] I don't mean it that way. Well,
[27:03] >> [laughter]
[27:03] >> no, but that's what I'm saying. That's
[27:04] what I'm saying. Like that's what that
[27:05] term means. And what you really want are
[27:06] people who like
[27:08] they want to solve customer needs
[27:10] uh and drive a commercial outcome. And
[27:12] that's what That's what, you know, the
[27:14] the thrill of the chase, the the sense
[27:16] of victory when a customer when you have
[27:18] a customer win. And you know, doesn't
[27:20] have to be a zero-sum game where like
[27:21] the customer loses if the company wins.
[27:23] And by the way, that they get their
[27:25] jollys out of seeing the numbers and
[27:27] putting them up. And I just think you
[27:29] need both. Yeah. Maybe it's a Maybe it's
[27:31] 80/20, I don't know. Making it up. Okay.
[27:33] You've been through some dramatic
[27:35] moments in your career. Um
[27:39] and I want to get to that. But one of
[27:41] those dramatic moments was you made a
[27:42] business model shift.
[27:44] >> Yeah.
[27:45] Uh historically, you just bought the
[27:46] Ring, and that was it.
[27:48] >> Typical hardware model. You introduced a
[27:49] $6-a-month uh subscription service.
[27:54] Can you And it was controversial. Your
[27:56] customers were not happy. Um
[27:58] just take us behind the scenes of that
[28:01] decision. Was that kind of percolating
[28:03] in the org, in your head? Was that the
[28:05] first thing you did when you came in as
[28:07] the CEO? Was it contentious within the
[28:09] leadership team?
[28:10] Um
[28:12] I I think the answer is it was the
[28:15] strategy.
[28:17] Um and the strategy was in order to be
[28:20] the most competitive hardware company in
[28:21] the world, you needed to be a really
[28:23] great software company. And to be uh a
[28:26] really great software company, you
[28:27] needed a a business model and a way to
[28:31] deliver periodic software value. The
[28:33] problem with the hardware model is that
[28:35] you ship your hardware, and it's fixed.
[28:37] And that's it. And you might ship a, you
[28:39] know, a little bit of a software update
[28:41] or a firmware update or something. But
[28:42] like really, you're not really changing
[28:43] the value proposition for that product
[28:45] with new capabilities. And the reason
[28:46] why is because when you ship the next
[28:48] version of the hardware, you want all
[28:50] that value to go in that next version of
[28:51] hardware. So, someone moves from their
[28:53] iPhone Totally. 13 to their iPhone 14.
[28:55] Totally. So, you're disincented actually
[28:57] to provide value to your customer over
[28:59] time. The power of a subscription model
[29:01] is that you got to kind of earn your
[29:02] stripes with your customers every month.
[29:05] Yeah. Every month. Now, by the way, $6 a
[29:08] month for Aura is kind of a low bar.
[29:10] Whatever, two cups of coffee. And if
[29:12] we're delivering information that helps
[29:14] you with your health, the value of that
[29:16] is so priceless. Like the two times, you
[29:20] know, that like we help you get to bed
[29:22] early, or we predict that you're going
[29:23] to be sick, or we tell you when to, you
[29:25] know,
[29:26] procreate in order to have a baby. Like
[29:28] the value of that is so high that the
[29:30] the ratio of V to P, value to price,
[29:33] is measured in multiples.
[29:34] >> contentious inside the org? Okay, so I'm
[29:36] getting to that, right? So, but so I'm
[29:38] saying it was our strategy. It was our
[29:40] strategy.
[29:41] >> that in as your strategy from what I
[29:42] understood. Uh well, no, actually it
[29:44] would have already It was already there.
[29:46] And I think there were things that I did
[29:47] maybe to sort of tune it a little bit,
[29:49] but and I don't even say I, I'd say the
[29:51] team did this.
[29:52] But but the the Was it contentious? It
[29:54] was contentious. And partially
[29:55] [clears throat] it was contentious
[29:56] because going against the grain of
[29:58] expectation, hardware should be a single
[30:00] price.
[30:01] >> Yeah. It was was contentious. And this
[30:03] idea that like
[30:05] um I don't know, you probably have some
[30:07] subscriptions that you would you would
[30:08] be really sad if you stopped paying for
[30:10] them, right? Like Netflix and Spotify or
[30:11] something like that. You probably use
[30:12] those things, and if you if you were
[30:15] forced to give them away Hubs by. And if
[30:17] you were forced to give them away, you'd
[30:17] be really sad. Yes. Right? So, the idea
[30:20] is like well, if you can do that, then
[30:21] you probably have a right to charge for
[30:22] subscription. Now, that being said,
[30:24] there are lots of subscriptions that you
[30:25] probably pay for that you don't get any
[30:26] value from. Mhm. And you continue to pay
[30:28] because of either inertia or whatever.
[30:30] And those things we used to call them in
[30:32] the back of the days, we called them
[30:33] zombie subscriptions, and the customer
[30:35] who used them were sleeping bears. Yep.
[30:36] And you know what you don't do with
[30:37] sleeping bears? Poke them. Yeah, you
[30:39] don't poke them. And so, as a result,
[30:40] what you want to do is avoid the
[30:41] situation where you got a bunch of
[30:42] customers who are not getting value, but
[30:44] you're still collecting price.
[30:46] In which case, the value is low and the
[30:48] P is high. You want to avoid that. So, I
[30:49] think we felt that that was the strategy
[30:51] that was going to be okay. So, that
[30:52] controversy
[30:53] part actually was relatively easy to
[30:56] kind of navigate because we said,
[30:57] "Listen, one, um there's a reason that
[31:00] we're doing this. We're creating a
[31:01] business model that will allow us to
[31:03] invest in software value and deliver
[31:05] feature value and analysis value on your
[31:08] health over the periods of time. And
[31:10] then and like the product will get
[31:11] better every month. And like SaaS,
[31:14] you're getting a new release every
[31:15] time." And by the way, turns out that
[31:17] worked. Mhm. We don't We have some of
[31:19] the like literally the best retention I
[31:21] have ever seen in my 30 years of working
[31:23] in subscription business at Oura. And
[31:25] that's because the value that we deliver
[31:26] is constantly a multiple of the P, the
[31:28] price that we take. So, that was that
[31:30] was that part. The second part of it
[31:31] was, "But what about all our customers
[31:33] who bought a product? How can we
[31:34] introduce a subscription for them?" And
[31:36] that was easy. That was give them a
[31:38] pathway to get to effectively what they
[31:40] had before. And so, in the in the
[31:42] in our version of it, if you were gen
[31:45] two customer,
[31:46] if you wanted to get a gen three and you
[31:48] paid to get a gen three, and we gave
[31:50] upgrade discounts, which is crazy. Who
[31:52] gives upgrade discounts on hardware? If
[31:54] you if you did, you would be a lifetime
[31:56] subscriber. And it was to make that
[31:58] transition in business model as smooth
[32:00] as possible. And so, in doing that,
[32:02] actually tremendous value because if
[32:04] you're a lifetime subscriber for the you
[32:06] know, committing to just the next
[32:07] version, you were going to get free
[32:08] software for the rest of your you know,
[32:10] time that you wore an Oura ring. Great
[32:12] deal. In fact, some of our most loyal,
[32:13] highest retaining customers are those
[32:15] customers because they have no
[32:16] disincentive to churn. So, that was the
[32:18] second thing. And then the third thing,
[32:20] and this was a little bit like the
[32:21] genius of it. Can you buy a Hubspot in a
[32:24] like a perpetual license model? No. No.
[32:26] Why not? Because that's how it's sold.
[32:28] >> Mhm. Same thing. I think people have an
[32:30] expectation about subscriptions that
[32:32] it's the freemium business model. I give
[32:34] you 50% of the value for free because I
[32:37] want you to try the application, and
[32:39] then if you pay, you'll get the other
[32:40] 50%. And we did something very
[32:42] different. We said, "It is a
[32:43] subscription product. And if you pay, uh
[32:46] the product will be as functional as it
[32:48] is, and if you don't pay, it'll collapse
[32:50] down to be very minimally functional."
[32:52] It's It's not it won't work, but it's
[32:54] not 50% of the value. And so, as a
[32:55] result, interestingly, when we rolled
[32:58] out the subscriptions, what we saw was
[33:00] that some people were like, "Oh,
[33:01] I'm not going to pay and A lot of
[33:03] people. And [laughter] well, actually
[33:04] less than you would think.
[33:06] >> Oh. It was I remember hearing
[33:07] >> It was a lot of agita. It was a lot of
[33:09] agita, but like the reality was
[33:11] It was a lot It was a lot of noise. And
[33:12] I think you know,
[33:13] you make a bargain with your customer,
[33:14] it's hard to change that. There's no no
[33:16] question about that. But what would
[33:18] happen is like someone would see the
[33:20] product, and then they'd stop paying for
[33:22] whatever reason. Sometimes it's just
[33:23] like their credit card died and they
[33:24] didn't update it or whatever. And it
[33:26] would collapse down to sort of its
[33:27] non-subscription
[33:29] um kind of experience. And then they'd
[33:31] be like 24 hours later, they would renew
[33:33] because they would see that the value
[33:34] that they were getting was absolutely
[33:36] worth that price. And I think that that
[33:38] is the key. If you can keep that value
[33:40] over price ratio north of 1 and 1/2 or
[33:43] 2, Mhm. then you know, you're doing it
[33:46] right, and your customers are going to
[33:47] reward you with retention and loyalty.
[33:49] Okay. When when this rolled out, it was
[33:51] noisy. You were newish.
[33:53] >> Yeah. And you were catching hell on the
[33:55] internet.
[33:56] >> Yeah.
[33:57] What did that feel like inside your
[33:58] body? Did that that bother you as it
[34:00] rolled out? Like that kind of thing
[34:02] bothers me when that happened. It it
[34:03] did. And I'm I'm I'm you know, I don't
[34:06] know if
[34:07] if this is something that everybody
[34:08] does, but like I spend a lot of time
[34:10] reading Reddit and interacting with
[34:12] customers, and I respond to people who
[34:13] you know, connect with me on LinkedIn.
[34:15] People were flaming us, and and I would
[34:17] argue with them. Not argue, but like be
[34:19] like, "Hey, let me tell you what this
[34:20] means is that if we can invest in this,
[34:22] we can we can invest more in science,
[34:24] and we can invest more in research, and
[34:25] we can deliver you more value."
[34:26] >> When you explain, you lose.
[34:28] I'm not sure that's true. Okay. Because
[34:30] I because sometimes I would win. Okay.
[34:32] Right? And some And when I won one
[34:33] argument like that, that person would
[34:36] become uh you know, an agent of making
[34:37] that argument 10 times to 10 other
[34:39] people without me in the room. And the
[34:40] reality is is like
[34:42] if you think about sort of the the the
[34:44] that that transition, Mhm. it's been an
[34:45] unqualified success. Unqualified
[34:48] success. At any point during the very
[34:50] noisy parts, did you and the team say,
[34:54] >> [snorts]
[34:55] >> "Maybe we shouldn't have done it. Maybe
[34:56] we should roll it back." Or inside your
[34:58] belly, you know, after a couple of rough
[35:01] Reddit threads, did you think, "Maybe I
[35:04] should roll it back." and then talk
[35:05] yourself out of it?
[35:06] I think once.
[35:08] I think once. And I can't remember the
[35:10] exact moment, but I do remember where I
[35:11] was where I was having the conversation.
[35:12] I was in the garage at Salesforce Tower.
[35:14] Okay. And I was talking to someone on
[35:16] the phone, and I was like, "Oh, this is
[35:18] like this painful, and what do we And
[35:20] and I thought, "God, you know, the only
[35:22] way out is through."
[35:24] The only cuz because if we if we do roll
[35:25] it back, then everybody would have been
[35:27] right, and we would have been wrong, and
[35:29] there's no recovering from that. So, we
[35:30] went through. And by the way, like I I
[35:32] think it was the right it was the
[35:34] absolute right way to approach that
[35:35] problem. Yeah. You get You have to get
[35:37] Maybe this is a good CEO lesson from a
[35:40] person who has been a CEO now for you
[35:42] know, some number of years.
[35:44] Is you got to be comfortable
[35:46] being uncomfortable.
[35:47] >> Mhm. That is the key. That is the nature
[35:49] of it. Mhm. You can feel that
[35:51] discomfort, and you got to let that
[35:52] discomfort and sit with it because like
[35:54] that's actually where the magic happens.
[35:56] When you're doing something that either
[35:58] no one else has done or doesn't feel
[36:00] like it can be done. We were defining a
[36:01] new way to think about hardware um and
[36:04] and like a business model around these
[36:06] kinds of products. No one else was doing
[36:07] it this way. It was just us. Okay. I'm a
[36:10] customer. You've got one I believe you
[36:12] got one subscription level. It's the
[36:14] right?
[36:15] I have a lot of conversations with
[36:17] founders about pricing. Like a lot.
[36:20] Everyone
[36:20] >> By the way, that's great.
[36:21] >> thinks but think Everyone thinks We'll
[36:22] talk about that more. Yeah. And
[36:26] there's like there's entropy and there's
[36:28] like gravity in the world where over
[36:30] time the pricing just gets more
[36:32] expensive for everything almost. And
[36:34] over time it gets really complicated.
[36:37] And I think there's a big cost to that
[36:40] complication.
[36:42] I also think there's a cost particularly
[36:44] for startups for making their product
[36:45] too expensive. It creates friction,
[36:48] slows down the sales process, it creates
[36:50] an adversarial relationship with the
[36:51] customer. And my thinking is that gap
[36:54] between what they would pay and what
[36:56] they pay, there's goodwill in there that
[36:58] pays itself back over time.
[37:00] >> Um
[37:02] why don't you introduce another tier
[37:03] with more stuff in it? Do you have these
[37:05] conversations? What's your What's your
[37:06] pricing?
[37:07] >> time we bring a new feature and we
[37:08] decide to put it you know, into the
[37:10] product for free,
[37:11] >> Yes. I think about that value over price
[37:13] ratio and keep keeping that value over
[37:16] price ratio north of 1.5 or 2. And new
[37:19] features is part of the promise that we
[37:20] made in there. Now, there might be
[37:22] something that's completely non-linear,
[37:24] right? Some some value. Um
[37:27] uh example, we we partner with a company
[37:29] called Natural Cycles. They make a FDA
[37:33] uh cleared digital contraceptive. If you
[37:35] use Oura in concert with Natural Cycles,
[37:37] it's it's a way to not have to do
[37:39] hormonal birth control or have a
[37:41] surgical IUD and and you know, have a
[37:43] way to not get pregnant. Yep. Wow,
[37:45] interesting. Should that be free inside
[37:47] of a $6 a month subscription? Probably
[37:49] not. And why not? Oh, well, because the
[37:51] value that you're getting from that
[37:53] much much greater than the value you
[37:54] might get from some advice about your
[37:56] sleep or your health or how many steps
[37:57] you took or whatever, all the things
[37:58] that you you do value. And so, in that
[38:01] case, there is kind of a a tier Yeah. um
[38:03] because you're buying Oura and you're
[38:05] paying an Oura subscription, and then
[38:06] you're adding Natural Cycles on top of
[38:08] that. And that Natural Cycles I think is
[38:09] like $20 a month. So, you understand
[38:12] that value. So, the the key is is that
[38:14] in I think your your premise is really
[38:16] the right one, which is the delta
[38:17] between what they pay and what they
[38:19] might pay Goodwill. And think about that
[38:22] in the right way, you're thinking about
[38:23] like what is the optimal What's the
[38:25] optimal price point? Um I also think to
[38:28] your you know, maybe to underscore what
[38:30] you said, but worth repeating,
[38:31] complexity kills. It does. Complexity
[38:33] kills. And I know some people are like,
[38:35] "Well,
[38:36] it gives our sales people a lot of
[38:37] ability to understand how much value
[38:40] we're delivering for the customer and
[38:41] then price into that value."
[38:43] For consumer products or products where
[38:46] like it's a
[38:47] a single decision and there's a low you
[38:49] know, like people can turn off Oura,
[38:51] they you know, click the button
[38:52] >> Yeah. and they're out, you got to make
[38:54] it simple so that they can do the
[38:56] equation in their head, "Am I getting
[38:57] enough value for this $6?" And the
[38:59] answer is yes. Okay.
[39:01] Another question that a lot of founders
[39:03] and CEOs I coach ask is about doing big
[39:07] partnerships.
[39:08] >> Yeah. Um
[39:10] How You've got some interesting ones,
[39:12] very interesting ones.
[39:14] >> Yeah. Uh
[39:15] Gucci I believe is one of your partners.
[39:17] >> one. Fascinating. Great stories with
[39:20] Gucci. I'll tell you that much. Okay, I
[39:21] want to hear that. Most partnerships
[39:23] fail.
[39:24] Um over over the long haul.
[39:26] Um if the incentives aren't aligned.
[39:29] Okay, so talk about that. Tell me about
[39:31] how the Gucci partnership happened, and
[39:32] tell me about the incentives. Well, let
[39:34] let's let's zoom all the way out. I
[39:35] think you have to be uh selective about
[39:38] who you partner with. And maybe one of
[39:39] the criteria for that selection is do
[39:41] you have mission alignment and do you
[39:43] have incentive alignment? Because if you
[39:44] do, then you're building something that
[39:46] probably has more durability than a very
[39:49] commercial transactional partnership,
[39:51] which is just about if you make money, I
[39:53] make money and make you know, there's
[39:54] just there's more to it than that and
[39:56] that that alignment, by the way, will
[39:57] get you through those rough moments when
[39:59] your partnership might dissolve. Okay.
[40:01] Like a marriage or something like that,
[40:02] right? So, I think it's really important
[40:05] to to recognize that there are different
[40:06] classes of partners, too. There are
[40:08] people who are on your platform and you
[40:10] know, your obligation to them is to
[40:11] provide that platform and have it be
[40:12] robust and performant and scalable, but
[40:14] you don't have to do a whole lot for
[40:16] them. And then there are ones that you
[40:17] are like, you're you know, Natural
[40:19] Cycles and Oura, great example of a
[40:20] really, really close partnership and if
[40:22] one of us got into a bind, we would come
[40:24] to each other's aid in a second, in a
[40:26] hot second. So, different scales of
[40:28] partnership. Now, the question is like,
[40:31] how do you make that decision?
[40:33] I actually think
[40:35] um
[40:35] if you're a vertical product with a
[40:37] narrow customer ICP, actually guess
[40:40] what? Service that customer really,
[40:41] really well. And if you're a broad
[40:43] horizontal product and you need to
[40:44] service a wide range of ICPs and a wide
[40:46] range of customer needs, then
[40:47] partnership is literally your best way
[40:49] because it turns out you're going to
[40:50] need that both to be able to build a
[40:52] complete solution or or product for a
[40:54] customer and go to market. Because you
[40:56] need that go-to-market. Maybe infamously
[40:58] in enterprise software, going to market
[41:00] in all these different categories, you
[41:02] need partners to do it. This is why
[41:03] Salesforce had, you know, force.com and
[41:05] like every every platform company in the
[41:07] world does it. So, it's really important
[41:09] to understand what it is you're trying
[41:10] to accomplish. All right. So, that's
[41:11] that. So, with Gucci, what was
[41:12] interesting is they were both. How did
[41:14] it start? I don't know.
[41:16] >> [laughter]
[41:17] >> Who called? Did they call you? Uh You
[41:20] called them?
[41:20] >> You know, it's a good question. I'm not
[41:21] sure.
[41:22] >> have been on my short list of No, I'm
[41:24] not sure. Well, you know, we we sell a
[41:26] lot to women. Of course. And you know,
[41:28] one of the sort of critiques from women
[41:29] is like, can you make it can you make it
[41:31] more appealing? Can you make it more
[41:33] beautiful? Can you put diamonds on it?
[41:34] We actually for a while had an Oura Ring
[41:36] with a diamond in it. Um and people
[41:38] loved it. I mean, and what that sort of
[41:40] tells you is that there's utility value
[41:42] that we deliver, but there's also kind
[41:43] of like this intangible fashion value.
[41:46] So, uh when when it came time to partner
[41:48] with with Gucci, they they had the
[41:51] design. They had a design that was a
[41:52] successful design. It was a black ring
[41:55] with sort of uh what's called a gold
[41:57] torsion, which is
[41:58] >> Wait, what do you mean they had a they
[41:59] brought you an idea?
[42:00] >> No, they already had a design that was
[42:01] successful in the market. It was a
[42:03] non-tech ring. Okay.
[42:05] >> It was just the design part. It was the
[42:06] fashion part of it.
[42:07] >> Okay. They had a ring that they that
[42:09] worked. Yeah, and and they sell lots of
[42:10] rings and so this but this one was
[42:12] particularly successful. It was black
[42:13] with gold and the interlocking G's and
[42:14] it was kind of like I would describe it
[42:16] as the kind of ring you might wear if
[42:18] you were a Roman emperor at a
[42:20] gladiatorial contest where you were
[42:22] about to decide whether or not like
[42:23] someone was going to live or die. It's
[42:24] like that kind of vibe.
[42:26] >> Got it. And um
[42:27] >> [laughter]
[42:28] >> It was I mean, it's beautiful. It was
[42:29] boss. I mean, you felt like a Roman
[42:31] emperor when you wore this ring.
[42:32] >> Okay. I need I need some more boss in my
[42:34] life.
[42:34] >> Yeah, of course, we all do. So, um
[42:37] you know, we the two things that I
[42:38] remember so distinctly about that was
[42:41] one, actually goes to pricing and we
[42:43] were like, how how much do you think we
[42:45] should price this for? And like we
[42:46] charge our $299 is what we charge and
[42:48] they were like, $999. And I was like, no
[42:51] way.
[42:52] >> [laughter]
[42:52] >> We can't charge that much. This is this
[42:54] is the Gucci team.
[42:54] >> Which person?
[42:56] Um Were you dealing with the CEO of
[42:57] Gucci?
[42:58] >> Marco Bizzarri. Okay.
[42:59] >> And he's a genius. I love him. He's no
[43:01] longer the CEO of Gucci. Um but he said,
[43:04] look, $999.
[43:06] It's a no-brainer. And I'm sorry for the
[43:08] accent, but like it was it was amazing
[43:10] because he had so much confidence and we
[43:12] said, wait, is that because of Gucci?
[43:14] And he says, no.
[43:15] Because of Oura. You don't know how
[43:17] valuable it is.
[43:19] And so, we priced it at $999 and I
[43:20] remember being like my jaw was on the
[43:22] floor and I was terrified that it was
[43:23] not going to work. And when we launched
[43:25] it, literally we sold through them in
[43:27] like 5 weeks. Sweet. And it was just And
[43:29] the thing is it's because again, the
[43:30] power of non-utility value.
[43:33] It's an intangible, but it's one people
[43:35] care a lot about.
[43:36] >> it? Did you sell it or did they sell it?
[43:37] >> Well, so that was the other that was the
[43:38] other observation. Remember I said like
[43:40] partners can be distribution and they
[43:41] can be value. So, they gave us this sort
[43:43] of value. That their value was the
[43:45] design and the Gucci brand and the power
[43:46] of their collaborations and a customer
[43:48] base who loves Gucci and all that stuff.
[43:50] They also had distribution. They had
[43:51] retail distribution. So, they sold it.
[43:53] We didn't even sell it on our website.
[43:55] You had to go to Gucci's uh website or
[43:58] to a Gucci store. Okay. And the thing
[44:01] >> were your channel. They were our first
[44:03] channel partner. And the thing is is it
[44:04] was like hotcakes, of course. Japan and
[44:07] the Middle East, top two markets, flying
[44:09] off the shelves in the Japan and Middle
[44:11] East. And what we learned was, oh my
[44:13] god, this thing, it's a piece of
[44:15] jewelry. It expresses something about
[44:18] you and you want to look at it. You want
[44:20] to put it on your body and you want to
[44:21] look at it and say, oh, does it look
[44:23] good on my fingers? How's the shape of
[44:24] my finger? And we were like, oh,
[44:26] insight, retail is a critical channel
[44:29] for us and that gave us the confidence
[44:31] to enter retail. Now we're in Target,
[44:33] Best Buy, Costco, you know,
[44:35] you know, we'll be everywhere and that
[44:37] insight was critical because what it did
[44:39] is it put this object of desire in the
[44:42] focus of people uh in a way that we
[44:45] couldn't do that on the website. Wait,
[44:47] and how did the Don't give me anything
[44:48] confidential, but how did the terms
[44:50] work? Did Gucci pay you $299 for
[44:52] everyone they sold? Um
[44:54] yes. That's basically the way it worked.
[44:56] [laughter]
[44:57] Yeah, they we they were our distribution
[45:00] partner. There were there were other
[45:01] elements of it that had to do with with
[45:04] the way the subscription worked. Um you
[45:06] know, because of course uh we we
[45:09] you know, we had to we had to solve that
[45:10] problem. But but effectively, yeah, they
[45:13] were a distribution partner and and
[45:15] Gucci's famous for doing collaborations.
[45:17] So, of course that that's part of what
[45:18] they they knew how to do that really
[45:20] well. Okay. This is scarcity, by the
[45:21] way. So, that's the that's the so what
[45:23] of that.
[45:23] >> We just had the Ferrari CEO on talking
[45:25] about scarcity.
[45:27] Um okay. When I was growing up at
[45:30] HubSpot in the early days of HubSpot, uh
[45:32] salesforce.com was a terrific partner.
[45:34] They sold sales software, we sold
[45:35] marketing software. They were the older,
[45:38] bigger
[45:39] player in the space. I would go to the
[45:41] Salesforce conference every year,
[45:43] Dreamforce. Waiting to see.
[45:45] >> Sitting there like
[45:46] >> [laughter]
[45:47] >> Here's our new It's called Salespot.
[45:51] And then 2012.
[45:53] >> Yeah. Yeah, they We used to say,
[45:56] um
[45:56] Salesforce is to sales as HubSpot is to
[45:58] marketing and under our breath we'd say,
[46:00] until Salesforce says it.
[46:02] >> [laughter]
[46:03] >> Anyway, they did it.
[46:04] Uh and that was uh that was painful, but
[46:07] we pivoted, it all worked out great.
[46:09] Uh
[46:11] I mean, and don't spin me on this one.
[46:14] Why would why would I spin you?
[46:15] >> Cuz I hear What is there to even spin
[46:17] about?
[46:17] >> Okay. Apple. Yeah. They have their big
[46:20] announcement.
[46:20] >> Yeah. Um you're sitting there watching
[46:23] the announcement. Are Do you have the
[46:24] same feeling in your stomach I had when
[46:27] I was at Dreamforce that they're going
[46:28] to come out with a ring and blah blah
[46:30] blah blah blah. You know, I mean, that's
[46:32] obviously um
[46:34] you know, one of the things we think
[46:36] about is like, who and which major tech
[46:38] platform is going to come out with it.
[46:40] But I'll give you a couple of reasons
[46:41] why actually
[46:42] I sleep soundly, okay, about that. Um
[46:45] and I'm not spinning you. I'm just going
[46:47] to tell you how it is.
[46:48] >> [laughter]
[46:48] >> Um so, the first one is you might be
[46:51] surprised to learn this, but really 2/3
[46:54] of Oura Ring wearers have a second
[46:55] wearable.
[46:57] Yep. And most often that second wearable
[46:59] is an Apple Watch. Yeah. And that's
[47:02] because in weird way, they're
[47:03] complementary.
[47:04] Um we measure at night. During the
[47:06] night, your Apple Watch is usually on
[47:08] your bedside stand charging.
[47:10] Uh they provide a lot of utility during
[47:12] the day with notifications and alerts
[47:14] and a screen to display it on. We're
[47:15] kind of a quiet in the background check
[47:17] engine light for your body that sort of
[47:19] So, kind of complementary. I think the
[47:21] world is going to be one where
[47:24] um you're going to have a bunch of
[47:25] different you know, things that deal
[47:27] with you and your health and those
[47:28] things are going to talk and they have
[47:29] to talk. That's the second reason. And
[47:31] so, in a world where you have an Apple
[47:33] Watch or a Garmin or whatever, like your
[47:35] Oura Ring, which is measuring over time,
[47:37] long periods of time, measuring at night
[47:39] when your body's at rest and so the data
[47:41] quality and signal is very, very clean
[47:43] and very, very clear. And by the way,
[47:45] the accuracy of measuring on the finger
[47:47] is very different than measuring on the
[47:48] wrist. Our signal strength is 50 to 100
[47:50] times stronger there and so as a result,
[47:52] more information is stored, we can
[47:53] derive more things from it. All sort of
[47:55] interesting. So, that kind of
[47:56] complementarity still exists. And then
[47:59] maybe the last one and I think this this
[48:00] is maybe more specific and germane to
[48:03] Apple
[48:04] um is that like
[48:06] I think all of this stuff is
[48:08] data is kind of the the oil for
[48:11] the predictions, the inferences that an
[48:13] AI might make and in order to do that,
[48:16] you need to collect a lot of data. And
[48:17] we have a huge advantage in that. Yeah.
[48:20] Uh a lot of people talking about
[48:21] hardware these days. Any advice on
[48:23] getting into the hardware business? And
[48:24] is there is there different ways to
[48:26] think about the business model and how
[48:28] it works? It's then then cuz you kind of
[48:30] grew up in the software business. Yeah,
[48:31] I grew up in software business and so I
[48:33] think I always tend to think in terms of
[48:34] software. But like advice I might offer
[48:36] for for hardware folks, I think the the
[48:39] the barriers are are interestingly lower
[48:41] now. But I but you have to maybe resist
[48:44] some of those um shortcuts. Uh so, for a
[48:48] long time famously, we did not
[48:49] manufacture in China.
[48:51] Um and for a lot of different reasons.
[48:52] Today actually we we we're opening up a
[48:54] a factory in the United States uh to
[48:56] serve one of our one of our customers
[48:57] who cares a lot about security and
[48:59] privacy. Um so, we made a decision that
[49:02] was maybe not the easy decision. The
[49:04] easy decision is like, find a factory
[49:06] manufacture in China. It's the cheapest,
[49:07] fastest and they they do an amazing job.
[49:09] And we for a long time really kept
[49:10] control of that. By the way, that was a
[49:12] competitive advantage for us. It allowed
[49:15] us to build the art and science of of
[49:16] building Oura Rings in a way that not
[49:18] everybody could copy and gave us a you
[49:19] know, a lead. So, resist that shortcut.
[49:22] That that might be one. I think the
[49:23] second one and this goes to your
[49:24] business model question is to think
[49:26] about the power of hardware and software
[49:28] Yeah. and how you think about those
[49:29] business models having interplay. We
[49:31] don't say, oh, it's a piece of hardware
[49:32] and if you want, you can buy the
[49:34] subscription. Nope, it's a subscription
[49:35] product that's integrated hardware and
[49:36] software and that is the value
[49:38] proposition. That's the business model.
[49:39] By the way, I think that's really really
[49:41] useful.
[49:42] Um and then um
[49:43] maybe the last one is you think about
[49:46] what are the constraints in hardware,
[49:47] which are like, I don't know, the laws
[49:48] of physics and cost and the fact that
[49:50] you have to have physical inventory and
[49:52] all those things, and find ways to get
[49:54] really really good at those. If you're
[49:55] going to build hardware, you have to be
[49:56] really really good at those things, and
[49:58] you have to be really good at
[49:59] forecasting. Yeah. And so uh make sure
[50:01] you are good before you try and scale up
[50:04] or spend too much money. Um the last
[50:06] thing I'll say, and this is inspired by
[50:07] being here, um is that I think AI is
[50:10] changing the game. Yeah. AI is changing
[50:12] the game for how you do this. The the
[50:13] ability to iterate over a thousand
[50:15] different designs and to test them and
[50:17] model them, like that's unprecedented.
[50:18] And so if you're doing anything in
[50:19] hardware, think about that. Okay, last
[50:21] question.
[50:23] A lot of people listening to this
[50:25] podcast are, let's say, a VP at such and
[50:28] such a company.
[50:29] And they want to be a CEO someday.
[50:32] What advice would you give them?
[50:33] Maybe they don't want to start
[50:34] something, they want to become a CEO.
[50:37] I I think again, this is sort of
[50:40] reflecting on my own experience, and so
[50:42] it's an N of one. Um but I I was very
[50:45] intentional in the middle part of my
[50:47] career about operating every function.
[50:50] Mhm. So, you know, I've run call
[50:51] centers.
[50:52] Um well, I've been on a sales team. Um
[50:55] you know, I was a product person by
[50:56] training.
[50:57] Um you know, I did a bunch of time in
[50:59] the field. Um you know what, I was an
[51:01] M&A executive. I did internal startups
[51:03] and I did like, you know, running big
[51:04] businesses. So, I think it's about that
[51:06] diversity of experience as a CEO that
[51:08] one gives you empathy for all the
[51:10] different functions that you're
[51:11] ultimately going to have to oversee and
[51:12] maybe even assess the leaders that you
[51:14] choose for those functions. And then
[51:15] maybe more importantly, um you start to
[51:18] see how they how the interplay works
[51:20] inside of a company because you have an
[51:22] appreciation for each one at a finer
[51:23] grain than you might otherwise.
[51:25] Interesting. I I just interviewed the
[51:27] CEO of Goldman Sachs, who obviously
[51:30] isn't the founder of Goldman Sachs. He
[51:31] said the exact same thing.
[51:32] >> Is that right?
[51:33] >> Yes. That's interesting.
[51:34] >> Yes.
[51:34] I appreciate you. Thanks for coming on
[51:36] the pod. You're a fantastic. Congrats on
[51:38] all your success.
[51:39] >> Thank you. Yes. I'm a happy customer.
[51:40] Thank you. Stay stay healthy. Thank you.
[51:43] Okay, I hope you like that chat with
[51:44] Tom. Here's I'm giving you some of my
[51:46] takes on it.
[51:48] He's a first-time CEO, and I spend most
[51:50] of my life these days coaching
[51:51] first-time CEOs in really great
[51:53] companies.
[51:54] And I kind of added up the things that
[51:57] surprise first-time CEOs. So, if you're
[52:00] a CEO want-to-be, these are some of the
[52:03] the surprises. The first surprise is
[52:05] it's actually way more stressful than
[52:07] you thought when you started it. And for
[52:10] me, where it got really stressful wasn't
[52:12] so much like 10 employees. It was when
[52:14] we hit 100 employees, and I just started
[52:17] thinking about, man, all those employees
[52:18] are counting on me. Their spouse and
[52:21] their kids are counting on me. A lot of
[52:22] times their parents are counting on me.
[52:24] And so my stress level really cranked
[52:26] around 100. I started getting help for
[52:29] it. I start I got on an SSRI. I was
[52:31] having panic attacks and kind of calmed
[52:33] myself down. But the ironic thing is the
[52:36] bigger the organization gets, kind of
[52:38] the more pressure's on you.
[52:40] Um
[52:41] the other thing that seems to surprise
[52:43] most first-time CEOs is really you're
[52:46] constantly selling. You're selling to
[52:48] accounts, customers. You're selling to
[52:50] potential employees. You're selling to
[52:52] investors. You're selling to partners.
[52:53] You're just always selling, and that
[52:56] surprises particularly technical
[52:57] founders.
[52:59] Uh the third thing is just like the
[53:01] sense that no one's coming to save you.
[53:02] Like in my previous jobs, I always had a
[53:05] boss or I had all these resources around
[53:07] me in a bigger company, but like it's
[53:09] really on you. Your VCs aren't going to
[53:11] save you. Your co-founders aren't going
[53:13] to save you. The responsibility is much
[53:16] much bigger than being an exec in
[53:18] another startup. As part of that, like
[53:21] as a CEO, you get plenty of complaints.
[53:22] You get complaints about your VCs,
[53:23] complaints about your employees,
[53:25] complaints about your customers. You got
[53:26] a you you got a lot of complaints if
[53:28] you're like me. There is nobody to
[53:30] complain to except your co-founder. You
[53:32] can't really complain full hog to your
[53:34] VCs. Uh you can't really complain to
[53:37] your employees, so it's like pretty
[53:38] contained. Almost every one of the 10
[53:41] CEOs I've interviewed has been through
[53:43] some kind of really hard crisis, like
[53:47] Parker from his first startup blowing up
[53:50] to his big drama with Deal. Uh almost
[53:53] all of them have really traumatic
[53:55] crises, and that can kill a company
[53:58] quite easily unless you're quite
[53:59] thick-skinned. So, the the
[54:01] thick-skinnededness is really important.
[54:03] The problem when you hit those crises is
[54:05] you think like you're floundering in the
[54:07] water, you're in the middle of this
[54:08] crisis, you think it will never end. And
[54:11] then people on X and people on Reddit
[54:14] will dunk on you and tell you what a
[54:17] [ __ ] you are. That surprised me. It
[54:19] shouldn't have, but it did.
[54:21] Um the hours are brutal. Whether your
[54:24] company's 996 or not, you're 996,
[54:27] especially in the early days. Firing
[54:29] people is worse than you thought. It
[54:30] never gets easier. The other thing that
[54:32] kind of happened to me is the larger the
[54:35] company got,
[54:37] I noticed that the company and I, like
[54:40] my brand, kind of merged with the
[54:42] company. And everything I said and
[54:44] everything I did, all the employees, the
[54:46] more everyone was watching them
[54:47] everything very carefully. And they may
[54:49] not have pretended they were listening
[54:50] that carefully, but if I said something
[54:52] in the hallway, like wouldn't it be
[54:54] great if it was this feature, 5 minutes
[54:56] later someone was coding it. So, you
[54:57] really can't think out loud that much as
[54:59] a CEO.
[55:01] Those are some of the surprises of
[55:03] first-time CEOs. He talked about a
[55:04] couple of those. A bunch of the other
[55:06] ones I've picked up from the CEOs I work
[55:08] with. Hopefully you're avoiding some of
[55:09] them. Tom is an expert in going from 200
[55:13] to 2,000 and not not losing your mind on
[55:15] the way. And typically what happens from
[55:17] 200 to 2,000 is things really start to
[55:20] slow down, and lots of companies kind of
[55:22] die in there.
[55:23] Um
[55:24] a couple things to avoid that quagmire.
[55:27] One is there's an old expression, hire
[55:30] slow and fire fast.
[55:33] It's very old, and it's very true. Now,
[55:35] it's easier said than done. Lots of
[55:37] founders tell me, the first time I
[55:39] thought I should have fired somebody, I
[55:41] should have fired them cuz I always end
[55:42] up firing them. I say that same thing,
[55:44] but I never really did it. I was always
[55:46] more patient than I should have been,
[55:48] but I'm also a homo sapien, and it was
[55:50] hard for me to do that.
[55:51] The second thing I would say is you hit
[55:53] 200 employees,
[55:55] and maybe get some VPs, and that's when
[55:57] the director layer shows up. And in
[55:59] particular when you hire that director
[56:01] layer from the outside, they're kind of
[56:03] a professional middle manager. And so
[56:05] push that director layer off as long as
[56:07] you can. Keep the span of control. Maybe
[56:09] it's not Jensen Huang's 60, but keep it
[56:11] wide and avoid that middle layer.
[56:14] Um the thing that really helped HubSpot
[56:17] is we talked about
[56:19] EV,
[56:20] enterprise value,
[56:22] versus TV,
[56:24] your team's value, versus MEV, your own
[56:27] value. And the thing
[56:30] that happens inside of companies is as
[56:33] they get bigger, people don't solve for
[56:35] themselves as much, they solve for the
[56:37] team. And when they solve for their
[56:39] team, they kind of sub-optimize the team
[56:41] next to them, so that TV is where a lot
[56:44] of execs in a lot of companies fall
[56:45] down. So, I recommend that. I wrote on
[56:48] whiteboards all over the place, EV
[56:50] greater than sign TV greater than sign
[56:52] MEV, and I kind of pounded that into the
[56:54] company. Anytime someone in a meeting
[56:56] was talking very TV, I would push on the
[56:59] EV. I don't think you should have all
[57:01] been there, done that folks. I think you
[57:03] should have 50% been there, done that,
[57:05] and 50% homegrown. That institutional
[57:08] knowledge for the homegrown is super
[57:09] useful.
[57:10] People underestimate the value of
[57:12] homegrown and how people can grow and
[57:14] learn. So, I like that ratio.
[57:17] And the last thing I would just say is
[57:18] Elon, this is a big Elon thing.
[57:21] I was at the Sequoia's uh base camp
[57:24] event. Um must have been 10 years ago
[57:27] where he did this vector alignment
[57:28] thing, and he described all his
[57:29] employees as vectors. And they were
[57:32] different sizes. Some people were more
[57:33] powerful than others, but they were kind
[57:35] of all pointed in different directions.
[57:37] And he said the key for him is no matter
[57:40] how big or small the employee is, how do
[57:41] you get them all pointed in the same
[57:43] direction and get stuff done? Vector
[57:45] alignment and a little tiny bit of
[57:47] lightweight planning can help you a lot
[57:49] with that.
[57:50] Those are some of my tricks to not fall
[57:52] into the 200 to 2,000 trap. Okay, Tom
[57:55] had some interesting thoughts on
[57:57] pricing. I do, too.
[57:59] Um
[58:00] you know, when Moses came down from the
[58:02] mountain,
[58:03] it's well known he had 10 commandments,
[58:06] five on one tablet, five on the other.
[58:09] It's not as well known that there was a
[58:11] third tablet with an 11th and a 12th
[58:14] commandment. The 11th commandment
[58:17] was over time, your product's pricing
[58:20] will go up.
[58:22] The 12th was over time, your product's
[58:24] pricing will get more complicated.
[58:27] Now,
[58:29] your sales organization loves that. Your
[58:30] products don't. What I liked about what
[58:33] Tom did, he shifted his business model
[58:35] to subscription, but he kept it
[58:36] relatively cheap. It's six bucks a
[58:38] month.
[58:40] Um and
[58:42] you know, he he he didn't overcomplicate
[58:44] it. It was quite simple. And I think the
[58:45] move for for founders is like if the
[58:47] supply and demand curve looks like this,
[58:51] people very quickly rush to almost
[58:53] perfectly match that supply and demand
[58:55] curve, the willingness to pay with the
[58:56] pricing model. And that encourages
[58:58] [music] the pricing model to get more
[58:59] complicated and more expensive.
[59:01] I think that's fine when you're 15 years
[59:04] old, but in startup mode, I think you
[59:06] want a gap between those two things. You
[59:08] want a less [music] adversarial
[59:10] relationship with your customers. You
[59:11] want to be delivering maximum value to
[59:13] get word of mouth. And that gap is
[59:16] goodwill, and that goodwill pays itself
[59:18] back in spades. So,
[59:20] don't maximize that supply and demand
[59:22] curve would be my advice. Okay, those
[59:24] are my thoughts on Tom. Some really good
[59:26] tips [music] in there, I thought. I hope
[59:28] you enjoyed it, and I'll see you on the
[59:29] next episode of Long Story Short.