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The 15 Best Diary Of A CEO Interviews Worth Your Time

Diary of a CEO puts out episodes almost every week, and not all of them hit the same. Some are genuinely revelatory, guests who say things they have never said on any other podcast. Others are solid but forgettable. We read through the full summaries of Steven Bartlett's back catalogue, weighing how much real, specific information each conversation actually delivers, and pulled together the ones that earn a place on any best-of list.

This isn't a ranking by download numbers or guest fame. It's a ranking by substance: concrete reveals, hard-won lessons and moments where a guest drops their guard. Whether you want founder stories, science that changes how you sleep or eat, or a guest who breaks down crying about something they have never told anyone, there's an entry here for you. Click through to our full episode summary for any of these before you press play.

#1The Diary of a CEO · 2021-09-13 · 1h 08m

Nick Jenkins (Moonpig Founder)

Moonpig Founder: How I Built A $150 Million Business WITHOUT Sacrifice: Nick Jenkins | E97

Jenkins spent 2000 to 2005 hearing from his own shareholders that Moonpig would never work, and by the end of that stretch he was down to zero after remortgaging his house to keep it alive. What makes this one stand out is his flat refusal to romanticize any of it: no hustle-porn, no sacrificed relationships, just a decade of getting a thousand small details right. Anyone who has been told entrepreneurship requires burning your life down should hear the counter-argument from someone who built a business now worth 1.6 billion pounds without doing that.

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#2The Diary of a CEO · 2021-06-28 · 1h 48m

Tom Blomfield (Monzo Founder)

Monzo CEO On Death Threats, Depression & Digital Banking Wars: Tom BlomField

The founding story alone is wild: Monzo exists because Starling's CEO fired her entire company in one all-hands meeting, and 13 of the 14 people in the room walked straight into a gin bar and decided to start again. From there Blomfield gets unusually candid about the anxiety, sleeplessness and broken relationship that came with scaling a bank, plus the death threats from criminals whose accounts got frozen. Listen if you want the version of the fintech success story that doesn't skip the cost.

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#3The Diary of a CEO · 2022-01-31 · 1h 34m

Michael Acton Smith (Calm Founder)

Calm App Founder: From $0 To $2 Billion By Making The World Meditate: Michael Acton Smith | E117

Before Calm made him a billionaire, Acton Smith burned through about nine of the ten million dollars he raised for Perplex City, a project he calls one of the most commercially disastrous he ever touched. He explains how he spent years deliberately waiting for the cultural wave around mental health to build before launching Calm into it, rather than forcing the timing. This is the one for anyone who thinks big wins require moving fast; his case is that patience and reading a wave correctly can matter more.

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#4The Diary of a CEO · 2022-12-12 · 1h 16m

Richard Branson

Richard Branson: How A Dyslexic Drop-out Build A Billion Dollar Empire!

At around 50, running Europe's largest private company, Branson admits he still didn't understand the difference between gross and net profit until a director drew him a diagram. He credits his dyslexia with forcing him to delegate instead of chase spreadsheets, and argues that diversifying wildly across records, airlines, cruises and space, not staying focused, is what actually kept Virgin alive. The conversation also turns emotional fast: a Virgin Galactic test pilot's death, his mother dying of COVID before his space flight, and the first depression of his life during lockdown. Good for anyone who assumes billionaire founders have it all figured out.

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#5The Diary of a CEO · 2025-05-05 · 2h 06m

Emma Grede (Skims & Good American Co-Founder)

Emma Grede: They're Lying To You About Work-Life Balance!

Grede built two multi-billion-dollar brands with, by her own account, no design talent, just relentless sales instinct honed raising her three younger sisters in East London. Her most quotable line here is blunt: work-life balance is the employee's problem, not the employer's, and she says remote work erodes the in-person learning that built her career. She also opens up about three pregnancy losses and multiple IVF rounds before having twins via surrogacy. Listen if you want the unfiltered, unapologetic version of the grind-culture argument, delivered by someone who clearly lived it.

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#6The Diary of a CEO · 2025-10-06 · 2h 07m

Morgan Housel (Author, The Psychology of Money)

The Savings Expert: Passive Income Is A Scam! Post-Traumatic Broke Syndrome Is Controlling Millions!

Housel opens by flatly declaring passive income 'is not a thing,' arguing there are only two real ways to get wealthier: sacrifice more or want less. He also drops the detail that the ten richest men in the world have a combined thirteen divorces between them, using it to make the case that their lives aren't as enviable as they look. Recorded the day after Charlie Kirk's assassination, the conversation widens into gratitude, comparison and contentment versus happiness. For anyone tired of finance influencers selling a shortcut, this is the anti-shortcut episode.

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#7The Diary of a CEO · 2026-04-30 · 1h 40m

Ben Felix (Portfolio Manager, PWL Capital)

Stock Expert: Becoming Rich Is Simple, But You Won’t Do It!

Felix makes the counterintuitive case that young people are pressured to save far more than they actually need to, and puts a number on the temptation to splurge: spend 10,000 dollars today and you've really given up roughly 150,000 dollars it would have grown into over 40 years at 7 percent. His prescription is almost aggressively boring, low-cost global index funds, near-100 percent equity, and not checking your portfolio, which is exactly why it's worth hearing from someone whose job is managing money for thousands of real clients. Good for anyone who wants the case for getting rich slowly, minus the sales pitch.

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#8The Diary of a CEO · 2026-03-23 · 2h 29m

Dr David Sinclair (Harvard Geneticist)

Dr David Sinclair: Can Aging Be Reversed? After 8 Weeks, Cells Appeared 75% Younger In Tests!

Sinclair says the first-ever human age-reversal trial, aimed at treating blindness, had already been submitted to the FDA and was set to begin about a month after this recording. He also reveals an independent lab injected his three 'reset genes' into very old mice and got a full additional 100 percent lifespan extension. Between the lab results and his own supplement stack, this is essential listening for anyone tracking how close longevity science actually is to changing human lifespan, not just theorizing about it.

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#9The Diary of a CEO · 2025-11-17 · 2h 17m

Matthew Walker (Sleep Neuroscientist)

World No.1 Sleep Expert: Magnesium Isn’t Helping You Sleep! This Habit Increases Heart Disease 57%!

Walker presents genuinely new research showing you can 'bank' sleep in advance of a deprived stretch: army cadets who pre-extended their sleep suffered 40 percent less cognitive impairment during a later deprivation period. He also debunks magnesium as a sleep aid and the 8-hour-for-everyone myth, arguing that regularity now predicts mortality better than raw quantity. If you've tried every sleep hack on the internet and none of them worked, this episode explains why.

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#10The Diary of a CEO · 2026-01-05 · 1h 46m

Dr Anna Lembke (Stanford Addiction Clinic)

Dopamine Expert: How TikTok Is Physically Rewiring Your Brain (Permanent Damage?)

Lembke's phrase for what's happening to us is the 'drugification of human connection,' as social media, dating apps, pornography and now AI chatbots are engineered to flood the same reward pathway as a drug. She lays out a concrete four-week dopamine fast to reset that pathway and explains the pleasure-pain balance model that drives compulsive overconsumption in a world of abundance. Particularly worth hearing if you have kids, or if you've noticed your own attention fraying and want the neuroscience behind why.

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#11The Diary of a CEO · 2022-06-23 · 1h 17m

Marisa Peer (Hypnotherapist)

World Leading Therapist: 3 Simple Steps To Remove Your Negative Thoughts: Marisa Peer | E154

Peer's central claim, after 35 years treating everyone from teachers to movie stars, is that nearly all human suffering traces back to a single childhood belief: 'I'm not enough.' She even claims her own hypnotherapy teacher, Gil Boyne, once hypnotized Sylvester Stallone to help him write Rocky. Her practical tools, like the triple-A method of aware, accept, articulate, make this one of the more immediately usable therapy episodes on the show rather than just theory.

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#12The Diary of a CEO · 2025-04-17 · 2h 06m

Dr Lisa Feldman Barrett (Neuroscientist)

No.1 Neuroscientist: you can change who you are in 30 days

Barrett makes the flat claim that you are not born with innate emotion circuits at all, calling the standard story 'neurobullshit,' and reframes the brain as an organ that predicts first and only senses second. She backs the theory with a deeply personal story: helping her own clinically depressed daughter recover by targeting her metabolism and daily routine rather than just her mood. Listen for a genuinely different model of how emotions and trauma actually work, from someone in the top 0.1 percent of cited scientists.

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#13The Diary of a CEO · 2024-10-17 · 2h 38m

Trevor Noah

Trevor Noah: My Depression Was Linked To ADHD! Why I Left The Daily Show!

Noah traces his life through the domestic violence in his childhood home and the moment his mother was shot point-blank in the head by his stepfather, a bullet that missed her brain and spinal cord entirely. He connects a late ADHD diagnosis to years of depression, explaining that what looked like sadness was actually hyperfocus on meaninglessness. He also explains why he walked away from The Daily Show at its peak. A raw, specific episode for anyone who assumed his story was just the comedy version.

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#14The Diary of a CEO · 2023-01-05 · 1h 54m

Davina McCall

Davina McCall: How To Overcome ANY Trauma & Live The Life You Deserve | E210

McCall grew up believing her mother had abandoned her, a belief that shaped a lifelong fear she says only fully healed years later during a hypnotism session that turned into regression therapy. She got clean from heroin at 24, six months before finally landing the MTV job she'd been chasing for years, and later lost her half-sister Caroline to cancer. Her honesty about how fame didn't fill the hole abandonment left makes this one of the more emotionally direct episodes on the list.

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#15The Diary of a CEO · 2022-08-01 · 1h 38m

Rory Sutherland (Vice Chairman, Ogilvy)

The Marketing Secrets Apple & Tesla Always Use: Rory Sutherland | E165

Sutherland's core argument is that psychological value is often cheaper to create than technological value, and his Uber map example proves it: what bothers people about waiting isn't the duration, it's the uncertainty, so just showing the car's location relaxes riders without changing the wait at all. He also unpacks why 'vegan leather' is really just plastic with better marketing. A sharp, quotable episode for anyone who works in marketing, branding or product and wants to see psychology used as a genuine tool rather than a buzzword.

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That's our list of the best Diary of a CEO interviews, picked for what they actually reveal rather than how loud the thumbnail is. If any of these grab you, browse our full episode summaries for the specific reveals, timestamps and facts behind each one before you commit to the full runtime.