TThe Diary of a CEO
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31 January 2022

Calm App Founder: From $0 To $2 Billion By Making The World Meditate: Michael Acton Smith

8Frameworks
13Insights

Frameworks in this episode

Insights & moments

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

Hot Take· 1

Hot Take1:29:00

Acton Smith's Investment Thesis on Psychedelic Therapies

Acton Smith says he invested in Atai because he believes psychedelic compounds may eventually play an important role in mental-health care when combined with therapy and appropriate set and setting. This is his investment view in the interview, not established medical guidance, and he does not discuss risks, contraindications, regulatory status, or the quality of evidence in detail.

  • He links the investment to Calm's broader mental-health mission
  • He mentions psilocybin, ketamine, ibogaine, and MDMA
  • He frames treatment as compounds combined with therapy and controlled context
  • His language is predictive and includes uncertainty
  • The episode does not provide a balanced clinical review

I think psychedelics will play an incredibly important role in solving the global mental health crisis.

Michael Acton Smith · 1:30:00

The scientific evidence is showing that they may well be able to help hundreds of millions of lives.

Michael Acton Smith · 1:30:00
#psychedelics#mental-health#investing

Explainer· 1

Explainer53:30

Meditation as Practice for Responding Instead of Reacting

Acton Smith describes meditation as attention training that may create a brief pause between a stimulus and a response. He also gives a simplified account of brain function involving the amygdala and prefrontal cortex; the episode does not supply clinical evidence for that explanation.

  • He compares meditation practice with strengthening a muscle at the gym
  • The desired change is a pause before reacting automatically
  • Examples include traffic frustration and conflict with a partner
  • He presents improved control of attention as especially valuable amid constant stimulation

I now respond to situations in life instead of reacting.

Michael Acton Smith · 54:30

Meditation is like going to the mental gym.

Michael Acton Smith · 55:00
#meditation#attention#mindfulness

Story· 7

Story12:00

Firebox's First Online Orders Ran Through a Fax Machine

Before modern commerce tools existed, Firebox used a laborious manual process for online sales. Customers printed and faxed forms containing card details, and Acton Smith entered each payment into a bank terminal before packing the order.

  • The founders started without a modern online payment stack
  • Low order volume let them test an inefficient process manually
  • A friend secretly placed orders under false names to keep their spirits up

Fortunately we only had about one order a month.

Michael Acton Smith · 13:00
#firebox#bootstrapping#ecommerce
Story31:30

The Final-Roll Pivot From Perplex City to Moshi Monsters

Perplex City consumed most of its funding while its card sales failed to support the elaborate game. With less than a million dollars left, Acton Smith stopped the existing game, let many employees go, and used the remaining runway to pursue a children's concept that became Moshi Monsters.

  • The company faced either continuing to the end of its cash or making a major pivot
  • Acton Smith told roughly 25 employees that the game had to stop
  • A small number of colleagues stayed to pursue the new children's product
  • Puzzle Monsters was renamed Moshi Monsters

We can continue down the path we're on and hit the brick wall and just end, or we can pivot.

Michael Acton Smith · 32:00
#pivot#perplex-city#moshi-monsters
Story39:00

How a Platform Shift Reversed Moshi Monsters' Growth

Moshi Monsters grew rapidly on the desktop web before children's attention moved toward iPads, mobile apps, and free games. Acton Smith says the company initially minimized the shift, then struggled to adapt its subscription economics as revenue declined.

  • The company's growth stopped abruptly in summer 2012
  • The team initially explained the slowdown as temporary
  • Children were moving from desktop web games to mobile devices
  • Five rounds of layoffs followed as the business contracted

We kind of had our head in the sand for a little bit.

Michael Acton Smith · 40:00
#platform-shift#mobile#moshi-monsters
Story41:00

When a Falling Business Took the Founder's Self-Worth With It

Acton Smith says his identity became tightly bound to Moshi Monsters during its rise. When the company declined, he interpreted the business failure as evidence that he was personally worthless, while poor sleep, stress, diet, and reduced exercise compounded his distress.

  • Positive press and rapid growth inflated his confidence and ego
  • The reversal from public praise to layoffs was especially difficult
  • Supportive family and entrepreneur friends helped him cope
  • He describes a negative cycle across sleep, stress, food, and exercise

My ego, my worth, myself was just so intertwined with my business.

Michael Acton Smith · 42:00
#identity#stress#founder-health
Story45:00

The Solo Break That Helped Inspire Calm

During a difficult period at Mind Candy, Acton Smith took a solo holiday in the Austrian Alps and experimented with meditation. He says the distance helped him gain perspective, after which he and Alex Tew pursued the idea of making mindfulness more accessible and acquired calm.com.

  • Alex Tew had encouraged him to try meditation before he was receptive
  • Time away from the business included tennis, reading, writing, and meditation
  • Acton Smith returned with a clearer view of a potential mindfulness business
  • The founders acquired calm.com after its owner became willing to negotiate

The fog started to clear.

Michael Acton Smith · 46:00

What if we could make this simple and relatable and accessible to everyone?

Michael Acton Smith · 46:30
#calm#meditation#founding-story
Story57:30

A Book Advance and a Price Test Helped Calm Survive

Calm struggled for years to bridge seed funding and a Series A while operating with a team of roughly six or seven. A Penguin book advance extended its runway, and raising the annual subscription price from $10 to $40 without an observed drop in sign-ups became an important commercial turning point.

  • The company became profitable because additional funding was difficult to secure
  • A publishing offer provided cash when balances were dwindling
  • The subscription price increased fourfold
  • Acton Smith says sign-ups did not fall after the price increase

The money that came in from that offer kept the business going.

Michael Acton Smith · 58:30
#calm#pricing#runway
Story1:07:00

Why Calm Gave the Whole Company a Mental-Health Week

Acton Smith links his difficult 2021 to chronic stress, back pain, poor sleep, reduced exercise, and isolation. He says Calm's internal survey also showed unusually high discussion of stress and burnout, leading the company to give most employees a coordinated week away from work so they could disconnect without missing routine activity.

  • He describes several personal pressures compounding rather than one isolated cause
  • Calm's anonymous employee comments showed extensive concern about stress and burnout
  • Unlimited holiday had not ensured that people fully disconnected
  • A coordinated break reduced the fear of missing calls and messages
  • A small group remained available to support the service

All these things kind of came together and created a perfect storm.

Michael Acton Smith · 1:10:00

I think it's one of the smartest decisions we've made in the history of the company.

Michael Acton Smith · 1:12:30
#burnout#remote-work#leadership

Tool· 1

Tool1:27:30

Calm's Warm Fuzzies Channel Keeps Customer Impact Visible

Calm maintains a Slack channel for customer accounts of how the product affected their lives and reads one during large meetings. Acton Smith says these stories help the team reconnect with its mission during difficult periods, though the most serious outcomes he mentions are customer reports rather than independently verified clinical evidence.

  • Customer stories are collected in a dedicated internal Slack channel
  • One account is shared in each large meeting
  • The practice reconnects difficult daily work with perceived customer impact
  • App-store reviews provide another source of feedback
  • Anecdotal reports should not be treated as clinical proof

We have what we call the warm fuzzies channel in our Slack at work.

Michael Acton Smith · 1:27:30
#customer-feedback#mission#team-culture

Takeaway· 3

Takeaway03:00

Curiosity Gives Entrepreneurs More Dots to Connect

Acton Smith describes himself as academically average but intensely curious. He argues that reading widely, meeting different people, and exploring unfamiliar places supplies the raw material for creative entrepreneurial connections.

  • His librarian father regularly brought home books on varied subjects
  • Broad curiosity made more parts of life feel interesting
  • Creativity emerged from connecting ideas across different domains

When you're curious, everything becomes interesting in life.

Michael Acton Smith · 03:30
#curiosity#creativity#entrepreneurship
Takeaway1:15:30

Business Vision Does Not Excuse Absence From Relationships

Acton Smith reflects that intense focus on his companies made him a poor partner at times. He now emphasizes showing up for a partner, family, friends, and his daughter, including resisting the impulse to check his phone during time together.

  • He says entrepreneurial obsession led him to neglect romantic relationships
  • The sacrifice came from pursuing a large vision rather than money alone
  • Presence requires deliberate time and attention
  • He concludes that relationships matter more than professional achievement

Nothing in life matters more important than our relationships that we build throughout our life.

Michael Acton Smith · 1:19:30
#relationships#presence#founder-life
Takeaway1:31:30

Pain Can Signal a Problem That Needs Attention

In the closing exchange, Acton Smith says mental or physical pain can alert a person to an unresolved problem. He uses recurring sleepless nights as a personal example of distress that pushed him to confront business issues, while his general point should not be read as medical diagnosis or a reason to delay professional care.

  • He distinguishes listening to pain from masking or ignoring it
  • His example is waking at 4 a.m. while a business problem remained unresolved
  • He interprets that experience as a prompt to investigate the underlying issue
  • Persistent or severe physical or mental pain still requires qualified support

Rather than just ignoring it and trying to mask it, it's important to lean in and listen to it.

Michael Acton Smith · 1:32:00
#pain#self-awareness#stress