TThe Diary of a CEO
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24 October 2022

Whoop Founder: How I Built A $3.6 BILLION Company & BEAT Apple! Will Ahmed

8Frameworks
12Insights

Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Hot Take· 1

Hot Take1:34:30

Ahmed's Endgame: Predict Health Changes Users Cannot Feel

Ahmed argues that health monitoring becomes most valuable when it predicts something a person cannot otherwise feel and helps them improve or protect their health. He expects Whoop to become more personalized, potentially changing which statistics and guidance appear for goals such as sleep improvement, weight loss, marathon training, or elite competition. This is a product vision, not a claim that Whoop can currently diagnose or prevent specific medical events.

  • Ahmed sees personalization as a response to Whoop's widening user base
  • Different goals may justify different metrics and guidance
  • He distinguishes elite-athlete needs from broader consumer goals
  • His long-term ambition is predictive monitoring that changes behavior or health outcomes
  • The transcript does not establish current diagnostic capability

I believe it should get much more personalized

Will Ahmed · 1:35:00

predict something about your health that you otherwise couldn't feel

Will Ahmed · 1:40:30
#health monitoring#personalization#wearables#future

Explainer· 4

Explainer05:00

What Ahmed Means by Overtraining

Asked for a definition, Ahmed describes overtraining as continued overreaching followed by a depressed, run-down state in which normally manageable activity feels difficult. He says the effects can resemble illness and may persist for days or longer, but the discussion is a general explanation rather than a clinical diagnostic standard.

  • Ahmed distinguishes overtraining from a single hard session
  • He associates it with reduced performance and feeling run down
  • He says duration varies with severity and describes his own episodes as lasting up to a few weeks
  • Persistent or concerning symptoms require appropriate professional assessment

it's a continued state of overreaching

Will Ahmed · 05:00

activities that would normally feel somewhat easy are quite difficult

Will Ahmed · 05:30
#overtraining#exercise#recovery#health
Explainer46:00

Heart Rate Variability: What Whoop Uses It For

Ahmed describes heart rate variability, or HRV, as variation in the time between successive heartbeats and presents it as a lens into autonomic nervous-system activity. He says Whoop combines HRV with other information to estimate readiness and sleep-related recovery, while factors such as dehydration, alcohol, hard exercise, and psychological stress may lower it. These are product and physiology claims made in the interview, not an individual diagnosis or a claim that one metric is a medical “silver bullet.”

  • HRV measures beat-to-beat timing variation rather than average heart rate
  • Ahmed connects sympathetic activity with activation and parasympathetic activity with down-regulation
  • He says breathing can influence autonomic activity and HRV
  • Whoop uses HRV as one signal among several
  • A low reading does not establish its cause on its own

the amount of time between successive beats of the heart

Will Ahmed · 46:00

I don't want to say that any one statistic is the Silver Bullet

Will Ahmed · 1:02:00
#hrv#wearables#recovery#physiology
Explainer52:30

Why Ahmed Tracks Sleep Stages, Not Just Time in Bed

Ahmed argues that time in bed is not equivalent to restorative sleep and highlights REM and slow-wave sleep as especially important stages. He reports that red-tinted blue-light-blocking glasses improved his own Whoop readings, while Bartlett describes noticing large differences between nights with similar time in bed. Claims about sleep stages, hormone production, light, and specific products are presented as Ahmed's account and should not be treated as individualized medical advice.

  • Ahmed separates time awake, light sleep, REM sleep, and slow-wave sleep
  • He associates REM with cognitive restoration and slow-wave sleep with physical recovery
  • He reports a personal improvement in REM and slow-wave readings after using blue-light-blocking glasses
  • The exchange emphasizes improving sleep quality as well as duration
  • Consumer sleep-stage estimates and personal responses can vary

you're not actually getting seven hours of sleep

Will Ahmed · 53:30

how do you take the seven hours that you're in bed and make them way better

Will Ahmed · 55:00
#sleep#rem#deep sleep#blue light
Explainer1:15:30

How Subscription Changed Whoop's Product Cadence

Ahmed says moving from one-time hardware sales to a subscription turned the business model “on its head.” Instead of depending on a long hardware replacement cycle, the team had to keep earning customer retention by releasing useful features and analytics. He frames the model as a discipline that narrows product debates to work that adds continuing member value, while acknowledging that feature prioritization still requires judgment.

  • Whoop moved from hardware transactions to recurring membership
  • The model increased pressure to deliver value between device launches
  • Members can cancel, so retention becomes a continuing product test
  • A subscription does not automatically resolve which features fit the mission

transitioning the whole company and the whole business model to being a subscription

Will Ahmed · 1:16:00

we have to earn their subscription every month

Will Ahmed · 1:17:00
#subscription#business model#retention#product

Story· 5

Story02:00

How Athlete Frustration Became the Whoop Thesis

Will Ahmed traces Whoop to his experience of training for hours at Harvard without understanding what the work was doing to his body. He says he read hundreds of papers, wrote about continuous body measurement, and iterated a business plan until a professor forced the question: was it a paper or a company?

  • Ahmed's interest began with overtraining and the unmeasured hours outside exercise
  • He describes research and repeated business-plan work as confidence-building
  • An MIT professor challenged him to choose between continued preparation and starting
  • Ahmed says commitment accelerated learning about what he could not know in advance

I read hundreds of medical papers while I was in school

Will Ahmed · 03:30

is this a paper or are you starting a company

Howard Anderson, quoted by Will Ahmed · 13:00
#whoop#founding story#research#entrepreneurship
Story32:00

Whoop Came Within Two Days of Bankruptcy

Ahmed describes an 18-month period when Whoop never had more than roughly three months of cash runway. At the worst point, he says a term sheet had to be signed on Wednesday or the company would file for bankruptcy on Friday; the financing arrived in time. He credits surviving the existential threat with giving later business problems a different scale and perspective.

  • Whoop was supporting roughly 50 to 70 people during the constrained period, according to Ahmed
  • Small investments extended the runway without resolving the underlying financing risk
  • Ahmed drafted a message thanking investors before the company had actually failed
  • The deal closed on the critical day

whoop never had more than three months of Runway

Will Ahmed · 32:00

we were gonna go bankrupt on that Friday

Will Ahmed · 33:30
#runway#fundraising#bankruptcy#startup story
Story1:04:30

Whoop Turned Wearable Data Into Employee Policies

Ahmed describes two workplace experiments: an optional monthly sleep bonus and a pandemic-era red-recovery policy. Employees who opted in could receive $100 for averaging 85% sleep performance, while workers with a red recovery were told to stay home during periods when some hardware work still occurred in person. Ahmed presents both as examples of making company data actionable; the red score was a company precaution, not proof that an employee was ill.

  • The sleep bonus was opt-in
  • The reported threshold was an average 85% sleep performance over a month
  • The reported reward was $100
  • The red-recovery policy applied during the pandemic when some physical work remained in person
  • Ahmed links the policies to Whoop's data-oriented culture

you can opt into What's called the Sleep bonus

Will Ahmed · 1:05:00

if you had a red recovery you actually needed to stay home

Will Ahmed · 1:05:30
#company culture#sleep#employee benefits#whoop
Story1:18:00

LeBron James and Michael Phelps Were Among Whoop's First 100 Users

Ahmed says LeBron James and Michael Phelps were among Whoop's first hundred users, before the company had established a clear business. He viewed authentic use by elite athletes as both product evidence and a way to turn health monitoring from a stigmatized category into an aspirational identity. A television commercial in which James still wore the device became an especially memorable signal because Whoop had not paid him to endorse it.

  • Ahmed contrasts authentic athlete use with paid mass-market promotion
  • He believed a 24/7 product had to deliver enough value for athletes to keep wearing it
  • Elite users helped investors see that the technology might be differentiated
  • The athlete strategy supported both product credibility and brand identity

two of our first hundred users were LeBron James and Michael Phelps

Will Ahmed · 1:24:30

you wouldn't even take it off for a Kia commercial

Will Ahmed · 1:25:00
#athletes#branding#lebron james#product adoption
Story1:36:00

Ahmed Says Amazon Copied Whoop After Acquisition Talks

Ahmed says Amazon first explored investing in and potentially acquiring Whoop around 2017 or 2018, during which Whoop shared sensitive company information. He alleges that Amazon released a direct Whoop-like product two years later. The segment is Ahmed's account and interpretation; the transcript does not provide Amazon's response or independent evidence establishing copying.

  • Whoop was not interested in selling, according to Ahmed
  • The talks still involved sharing non-public company information
  • Ahmed characterizes Amazon's later product as a direct knockoff
  • Whoop's team treated the launch as competitive motivation rather than proof of defeat
  • The interview provides only Ahmed's side of the allegation

they came out with a product that was a direct knockoff of a whoop strap

Will Ahmed · 1:36:30

we're not threatened by competition

Will Ahmed · 1:37:00
#amazon#competition#due diligence#whoop

Takeaway· 2

Takeaway40:00

Ahmed Starts the Workday the Night Before

Ahmed describes reducing morning friction by laying out workout and work clothes and writing two or three priorities the night before. He trains early because completing exercise before work prevents late meetings from displacing it, then uses meditation and other routines to support consistency. His sleep, cold-shower, sauna, and food choices are personal practices rather than universal health prescriptions.

  • Night-before preparation reduces decisions in the morning
  • Ahmed chooses a small number of next-day priorities
  • Morning exercise protects the session from unpredictable evening work
  • He tries to keep a reasonably consistent sleep schedule

the day actually starts for me a little bit the night before

Will Ahmed · 40:30

I've checked that box

Will Ahmed · 43:30
#routine#exercise#planning#habits
Takeaway1:25:30

Ahmed's Warning About Misaligned Investor Money

Ahmed says investor selection should begin with alignment on the company's purpose and the intended use of capital. He declined money when prospective investors wanted Whoop to move in a direction he did not support, and recommends reference checks because investors' behavior becomes clearest when progress slows. He also notes that founders still need to manage their board and investor relationships rather than expecting initial alignment to eliminate future conflict.

  • Clarify the company's purpose before discussing capital
  • Clarify what the investment is intended to fund
  • Reference-check investors' conduct when portfolio companies struggle
  • Expect beliefs to be tested if development or revenue takes longer than planned
  • Board management remains an active founder responsibility

aligned with the investors on what the purpose of the company is

Will Ahmed · 1:26:00

reference checks are really important

Will Ahmed · 1:27:00
#investors#fundraising#alignment#governance