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Curated from 2,322 episode summaries

The Best Diary of a CEO Episodes of 2022

2022 was the year The Diary of a CEO stopped being a business podcast and became something closer to a confessional booth with better lighting. Steven Bartlett sat across from a billionaire who still didn't understand gross versus net profit, a Fyre Festival fraudster explaining his lies in granular detail, and a Game of Thrones star describing her childhood as a 'child cult.' We went through our full library of episode summaries from that year and pulled the fifteen conversations that hold up best on rewatch, the ones with specific, verifiable reveals rather than vague inspiration.

Expect a mix of hard-won business lessons, trauma and mental health conversations that go further than most guests are willing to go, a scandal or two, and a few appearances from people who think about the world differently than you do, an astrophysicist, a status-game researcher, an ad man who thinks psychology beats engineering. Every entry below is drawn straight from our episode summaries, so you know exactly what you are getting before you press play.

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

Richard Branson

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

Branson traces the Virgin empire back to his dyslexia and his mother running her ventures out of a London phone box, and he's disarmingly honest about the gaps in his own business knowledge. He admits that at around 50, while running Europe's largest private company, he still didn't understand the difference between gross and net profit until a director sketched him a fishing-net diagram. He also details the British Airways 'dirty tricks' campaign and how selling Virgin Galactic shares helped bail out Virgin Atlantic during COVID. Listen for the founder's honesty about not knowing what you'd assume he'd know, and for anyone who thinks diversification is a distraction rather than a strategy.

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#2The Diary of a CEO · 2022-01-03 · 1h 04m

Jordan Peterson

Jordan Peterson: How To Become The Person You’ve Always Wanted To Be | E113

Peterson lays out a practical, almost mechanical approach to becoming who you want to be: sit on your bed and ask what one thing you're doing wrong that you could fix, then fix it. He reframes envy as a category error, since you'd never actually want someone else's entire fate, only the parts you can see. The conversation also gets into a striking claim that half of polled Democrats and a quarter of Republicans believed they had a 50% chance of being hospitalized with COVID, a data point Peterson uses to argue policy was driven by fear rather than truth. Good for anyone who wants Peterson's ideas in practical, repeatable form rather than lecture form.

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#3The Diary of a CEO · 2022-11-07 · 1h 59m

Gabor Mate

Gabor Mate: The Childhood Lie That’s Ruining All Of Our Lives. | E193

Mate redefines trauma as the wound formed inside you, not the event itself, and grounds the theory in his own infancy as a Jewish baby in Nazi-occupied Hungary, where his mother gave him to a stranger for six weeks to keep him alive. He describes reliving that infancy during a psilocybin session at age 70 and apologizing to his mother for 'making her life so difficult.' He also cites a study of thousands of brain scans that found no physiological markers distinguishing people with mental illness diagnoses, undercutting the idea that these conditions are purely biological. Essential listening for anyone who has ever wondered why they can't just 'get over' their childhood.

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#4The Diary of a CEO · 2022-12-08 · 1h 47m

Billy McFarland

Billy McFarland: The Man Behind The Infamous Fyre Festival Disaster | E202

The Fyre Festival founder walks through exactly how the lying started, admitting he began deceiving investors, sponsors and ticket buyers in the weeks before the infamous December 2016 promo video went out. He describes an 'urgent payment sheet' where he'd wake up needing to find up to $4 million by 2pm, a routine he sustained for almost 60 days before the whole thing collapsed. He also directly addresses the notorious Andy King moment from the Netflix documentary, denying he literally ordered oral sex for water. For anyone who wants the con explained by the con man himself, no glossing.

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#5The Diary of a CEO · 2022-12-20 · 1h 50m

Neil deGrasse Tyson

Neil deGrasse Tyson: Do THIS Every Morning To Find Happiness & Meaning In Your Life!

Tyson makes the case that we live in a golden age we refuse to notice, pointing out that for 27 of the past 30 years Americans polled said the world felt more dangerous than the year before, while the actual crime rate kept dropping. He argues meaning isn't found, it's manufactured, through learning and through lessening other people's suffering. There's also a genuinely strange detail: he keeps a 'forbidden Twitter file' of tweets that are true but too upsetting to post, and studies shows like The Daily Show with a stopwatch to engineer his own on-air persona. Good for anyone who wants their optimism backed by data instead of vibes.

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#6The Diary of a CEO · 2022-05-23 · 1h 35m

Simon Sinek

Simon Sinek: The Number One Reason Why You’re Not Succeeding | E145

Sinek admits he was living the so-called American dream while faking being happier than he actually felt, which is what sent him down the road to Start With Why. He explains why champions like Michael Phelps and Andre Agassi crash into depression after they retire: they built their identities around finite, selfish goals that eventually run out, while team-sport athletes rarely suffer the same collapse because they achieved something together. He also reveals the Army Rangers have used mandatory peer review for 40 years specifically to catch 'spotlight Rangers' who perform for an audience but slack off otherwise. Worth it for leaders trying to figure out why success doesn't feel like they thought it would.

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#7The Diary of a CEO · 2022-08-01 · 1h 38m

Rory Sutherland

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

Sutherland's whole pitch is that psychological reframing creates value as reliably as engineering does, and he proves it with examples that stick. The Uber map works not because it changes your wait time but because it removes the uncertainty that actually bothers you. He explains why 'vegan leather' is just rebranded plastic that reads as an aspirational choice, and why Red Bull's success depends on it tasting bad, costing more, and coming in a tiny can so it reads as medicine rather than a soft drink. If you work in marketing, or just want to understand why you buy what you buy, this is the one.

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#8The Diary of a CEO · 2022-08-08 · 1h 45m

Will Storr

The More Successful You Are The Longer You'll Live! Will Storr

Storr dismantles the 1980s self-esteem movement as a 'social vaccine' myth built on studies that cited each other with no real evidence, noting that high self-esteem actually followed exam success rather than causing it. He lays out Marmot's Whitehall studies, which found that people one rung below the very top had worse health outcomes than those at the top, independent of income, and a monkey experiment where simply lowering an animal's place in its social hierarchy raised its risk of heart disease. His detail that the most expensive designer items hide their logos, while cheaper luxury goods flaunt them, alone is worth the listen. Recommended for anyone obsessed with status and pretending they're not.

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#9The Diary of a CEO · 2022-09-26 · 1h 52m

Maisie Williams

Maisie Williams: The Painful Past Of A Game Of Thrones Star | E181

Williams speaks for the first time about a traumatic early relationship with her father, which she describes as being 'in a child cult against my mother,' and how a teacher's questions at age eight got her removed from the situation. She talks candidly about reaching Game of Thrones fame at 12 while holding a deep sense of unworthiness, telling herself daily at 20 that she was disgusting and unlikable. It's a rare, specific account of how child stardom and undealt-with trauma can coexist for years before anyone notices. For anyone who assumed the Arya Stark actress had it easy because of the show's success.

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#10The Diary of a CEO · 2022-09-29 · 1h 42m

Alex Scott

Alex Scott: I’ve Never Told The FULL Truth About My Past | E182

Scott finally tells the full story of an abusive, alcoholic father who controlled her East London household until he left when she was seven, describing how she'd lie awake during the abuse just hoping her mother was still alive. She connects that childhood directly to a later breakdown and a documentary doctor's diagnosis of functional depression, something she says she hadn't understood about herself despite a visibly successful broadcasting career. She also details the racist and sexist abuse and death threats she faced as the BBC's first female football pundit. A hard, honest listen for anyone who thinks trauma has to look dramatic to count.

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#11The Diary of a CEO · 2022-02-28 · 1h 43m

Matt Hancock

Matt Hancock: Opens Up About His Affair, Mistakes & The Pandemic | E121

The former UK Health Secretary gives an unrestricted account of the pandemic's earliest days, including Chris Whitty telling him it was '50/50' whether the virus would be contained in China or go global. He claims analysis showed only around 2% of care-home infections came from hospital discharges, with staff living in the community the real vector, and says they couldn't say so publicly without seeming to blame care workers. He also addresses his affair with Gina Coladangelo and the CCTV leak head-on rather than dodging it. Worth it for anyone who wants the pandemic decisions defended in detail rather than summarized in a headline.

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#12The Diary of a CEO · 2022-04-04 · 1h 35m

Jonny Wilkinson

Jonny Wilkinson: Winning The World Cup Led To My Darkest Days | E131

Wilkinson describes winning the 2003 Rugby World Cup with the drop goal that made him a national hero, then feeling a deeper emptiness afterward instead of the joy he'd been promised his whole career. He explains his coping mechanism was to court suffering, even creating problems for himself when life was going well because he couldn't tolerate comfort. Two weeks after the final he played a club game, aggravated a neck injury, and faced surgery with the possibility he'd never play again. A striking account of what happens after you get the thing you thought would fix you.

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#13The Diary of a CEO · 2022-05-26 · 1h 23m

Tom Bilyeu

Tom Bilyeu: From Broke & Sleeping On The Floor To A $1 Billion Business!

Bilyeu explains his real breakthrough wasn't believing he was special, it was accepting he was 'hopelessly average' and putting all his energy into skill acquisition instead. He credits quitting sugar-free energy drinks with cutting his anxiety by roughly 70%, arguing diet is the single biggest driver of anxiety he's dealt with personally. His metaphor for personal responsibility, that 'booze don't block dunks,' referencing Kobe Bryant's 81-point game, sums up the entire episode's philosophy in five words. Good for anyone tired of self-help that skips the unglamorous mechanics of actually changing.

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#14The Diary of a CEO · 2022-08-18 · 1h 39m

Gary Neville

Gary Neville: From Football Legend To Building A Business Empire | E170

Neville traces his relentless drive to his working-class parents and the culture Eric Harrison and Sir Alex Ferguson built at Manchester United, but he's just as candid about what that drive cost him, including collapsing with a fit at the Euros and being told by doctors to slow down. He argues United's decline comes from leadership rot at the top rather than the players, and doesn't hold back criticizing Cristiano Ronaldo directly for not leading when it mattered. There's also a quietly devastating detail about presenting a council project the morning of his father's funeral. For football fans and for anyone curious what relentless ambition actually costs the person carrying it.

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#15The Diary of a CEO · 2022-06-23 · 1h 17m

Marisa Peer

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

Peer's core thesis is that nearly all suffering traces back to the belief 'I'm not enough,' usually absorbed in childhood, and that it can be undone fast once you reframe it as an adult rather than through a five-year-old's filter. She shares the case of an alcoholic named Ryan who stopped drinking permanently after realizing he wasn't broken, only raised by broken parenting, an approach she calls treating the purpose behind a behavior rather than the symptom. Her line, 'it's no one's job to make you feel good, it's your job,' is the kind of thing that's easy to say and genuinely hard to live by. Recommended for anyone stuck in a self-sabotaging pattern they can't quite explain.

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That's fifteen of the sharpest Diary of a CEO conversations from 2022, but our library covers hundreds more episodes across the show's full run. Browse the full collection of episode summaries on Episode Notes to find the exact reveal, fact, or timestamp you're looking for before you commit to a two-hour watch.