August 16, 2025
'Diary of A CEO' HOST STEVEN BARTLETT IS NOT WILLING TO RISK HIS HAPPINESS thumbnail
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‘Diary of A CEO’ HOST STEVEN BARTLETT IS NOT WILLING TO RISK HIS HAPPINESS

Long Before Steven Bartlett Knew What Word “Entrepreneur” Meant, He Was Already Brainstorming Ways to Turn an Idea Into Reality. Once he realized “University Was Not Gonna Work” for HIM at the Age of 18, He Had to Figure Out How”, – WRITE: www.hollywoodReporter.com

Long Before Steven Bartlett Knew What Word “Entrepreneur” Meant, He Was Already Brainstorming Ways to Turn an Idea Into Reality.

Once he realized “University Was Not Gonna Work” for HIM at the Age of 18, He Had to Figure Out How “To have Nice Things and Have a Nice Life” while. That’s WHEN HETOK WHAT HE LEARned From His Mother Growing Up About Execuuting Your Ideas and Built a Media and Investment Empire, Wich Includes Multiple Ventures And His. The Diary of A CEOthat’s Featured Guests Like Michelle Obama, Scooter Braun, Simon Cowell and Richard Branson, Among Many ofers.

Now, at 32 Years Old, He’s Sharing The Experience and Knowledge He’s Gained Over The Years With The World in Heps of Inspiring Other on Their Journy to Success and Happoss. “WHEN PEOPLE THINK ABOUT BECOMING An Entrepreneur or Taking A Risk, I of Fethen Think That’ve Got The Risk Equation Horribly Wrong,“ HE TELLS The Hollywood Reporter. “SO if you have the north Star, WHICH We SHOULD All HAVE, THAT I WANT TO BE HAPPY, THAT Anything that Jeopardizes Your CHANCE OF HAPPINESS IS The Risk.”

Below, Bartlett Opens Up About How Diary of A CEO Came to Be, How Hw Gets His Guests to Be Vulneval, His Dream Guests He Has Yet to Book, What He Loves Most About Being An Investor On Dragons’ den and More.

Knowing The Risk That Comes With Starting Businesses, DID YOU HAVE Any Fears Following this Career Path?

It’s Interesting Because WHEN YOU SAY RISK, FOR ME, RISK WAS STAYING IN UNIVERSITY AND THEN Getting A Job As A Consequence of That Decision that I HATED, AND THAT LIFE A LIFE THAT I HATED. To me, the Cowardly Thing to do was to drop out and to try and Design a life that i like. Because WHEN PEOPLE THINK ABOUT BCOMING An Entrepreneur or Taking A Risk, I ofThen Think That Got The Risk Equation Horibly Wrong Life. SO if you have the northe star, which we should all have, that i want to be happy, then anything that jeopardizes your chance of happiness is the risk. And University Jeopardized My Chance of Happiness, SO University Was The Risk.

HAVING BUILT ONE OF The MOST POPULAR PODCASTS, The Diary of A CEOWhat Made You Want To Launch A Podcast Focused on Giving Ceos and Leaders A Platform To Tell Their Stories and Share Advice?

Over A Long Period of Time, If You Follow What You Love Doing The Most, There’s The Greatest CHANCE OF MASTERY, AND THEN THERE’S The GREATEST CHANCE OF Creating the MOST VALUE IN THE WORLD. And Actually Me Starting Podcasting Was Very Much the Same. At the Time I Was Making Tese Videos on Facebook Watch, Like A Two-Minute Fluffy Cliche Video About Any Subject. SO it was romance or it was relationships or it was Business or Was Motivation or Discipline. And I didn’t enjoy it. The Views Were Massive, But I Didn’t Really Belide, Even Thought It Had A Big View Number, that It Was Having A Good Impact on the World.

THEN I Discovered this Thing Called Podcasting in 2017, and I Went Home, I HAD A CHat with My Team. I SAID IF I WAS GONNA DO A PODCAST, THEN WHAT I WOURT TRY AND DO IS CREATE SOMETING THAT CATEERED TO THING RIGHT NOW IN SOCIYTY THAT IS IN LEAST SUPPLY, BUT GREATESTESTETETEST DEMAND. Like on Social Media in 2017, I Can See You On the Beach in Hawaii Drinking The Cocktail. Like It Was Very, Very Polishd Back Then. THEN WE Were at the Start of What I Call The Authenticity Wave Wave People Started to Show Things Less Polish. The 99 percent of my life is like eating the poet noodle in beed at 2 am with all eye open, look at the screen, worrying about the things Mental Health Battles, Relationship Troubles, Family Issues, Intimacy, Sex Problems, All of these Things, Regrets, Fucking Up in Work. I Think That’s The 99 Percent of Our Lives. And so of Diary of A CEO in its very name is what you’d find in a personal, private Diary of an Important Person. And there’s almost a juxTaposition therery because is a people in Higher positions that we’d most like to look into their Diaries and Really So that’s what i did.

Steven Bartlett, Winner of Best International Podcast for ‘The Diary of A CEO,’ at the 2025 IheartPodcast Awards on March 10, 2025, in Austin, Texas. Daniel Boczarski/Getty Images for iheartradio

How do you go about getting your guests to open up and be vulneval?

One of the Really Important Things Is You Do Forget the Cameras Are There and You Forget the Cameras Are There Because the Way We’ve Desigked This Set. Althugh there are nine cameras, you can See the Cameras and Also You Can’e See Anybody Else. SO WHAT IT FEELS LIKE, ESPECILY ‘Cause You Walk Into A Space and There’s a Carpet Under Your Feet And I’ve Got My Shoes Off, It Feels Like You’re at Home, and Ju. Nobody Else Is There. Your team are a million miles Away in antioner room watching on a screen, and then we talk for Three to four hours. SO REALLY WHAT YOU’RE FOCUSED ON IS OUR CONVERSATION AND ME. And THEN THERE’S LOTS OF SMALL SUBTLETIES LIKE MAKING SURE THAT OUR Body Language, [that] We’re Straight On, Making Sure Our Eyeline is Aligned, Making Sure the CO2 Levels in the Room Are Bield 1,000 Parts per Million Because if You Want to have a good sort of. Too High, SO We THINK A LOT About That. Temperature’s a big one, The Music WHEN YOU ARRIVE INTO the STUDIO IS A BIG ONE, Tailoring It To What We Know About You and Songs that Make You Feel Comfortable and that You Back To. And the other Great Thing that the format of a long form podcast allows is me to like shut the fuck up and listen. And is Remarkable What Happens WHEN YOU SHUT The FUCK UP AND LET Someone Speak.

How do you decide who you want to book as a guest on your podcast, and do you have a dream Guest?

The Framework that i USE TO DECIDE WHO ComESS ON THE SHOW IS BASICALLY THESE THREE THREE ORVERLING CIRCLES IN MY HEAD, WHICH IS WHAT AM I REALLY INTERESTED AND CURRESS ABOUT. And that’s Critical Because if i’m Gonna do this for the Next 50 Years, I have to wake up every day, look at my calendar, see the name Hours, and Go, I Can’t wait to go to work. And do i believe that my audience will be genuinely interested in this and curious about it? THEN LAST THING IS ACTUALLY, DO I BELIEVE THAT The Platforms Will Show It To My Audience? Because there is an algorithm that we now contend with. And on that platform piece, there are certain things that platforms woldn’t shown to my audience for a variety of diaifrent reasons. I WANTED TO HAVA ABOUT ABOUT Assisted Dying, for Example, ‘Cause and Got Really Interaned In that’ Cause of Some Things that Happy with My Friends and I’M WELL AWELA.

And you asked your Last Question, WHICH WAS ONE OF MY DREAM GUESTS THAT HAVEN’TE COME ON YET. I’m keen to speak to barack obama. I Emailed His Team this Week. I’m waasing to hear back. That’d be good. I SPOKE TO MICHELLE OBAMA, WHICH WAS GREAT, SO BARACK Wuld be Great. And then people don’e like i say this one, but i’m gonna say it anyway: i’d like to interview eln musk to ask HIM if he’s happy, an I Really Wanna Find. And if he’s not happy, I Wanna Understand Wy Made That Trade, ‘Cause I’ve Heard Him Talk About How’s Painful His His Head, and Soi I’m Curios

In addition to podcasting and your multiple Business Ventures, What Made You Want Put Your Words On Paper With Your Best-Selling Books, Happy Sexy Millionare an The Diary of A CEO: The 33 Laws for Business & Life.

I Absolutely Did Not Want to Write Books. I Thought It Was A Waste of Time, Painful, Pointless. Like WHY WOURT YOU WITH WRITE A BOOK WHEN YOU CAN POST ON LINKedin and Get The Same Amount of Views on LinkedIn? WHY WOLD Any LOGICAL PERSON GO TO INDONESIA ALONE IN A HUT by a Lake and Write A Book WHEN IS LIKE SUPER PAINFUL AND IT COSTS SO Much Time. And this goes back to what we have saying earlier about like depth and impact. It Goes Back to What I Was Saying About, I used to make facebook Videos that Got Tens of Millions of Views But Had Like No Impact. THEN I STARTED THAT THAT THAT 100 DOWNLOADS AND IT HAD A MUCH GREATER IMPACT, AND IS IS ALMOST The SAME Analogism with the Book. Of Course and Can Do An Instagram Story and 1.4 Million People Will See It, But Getting 10,000 People to Read a Book that You’ve Written Sems to Yield More Impact, and that’s Exactly Wheat. I Just Kuldn’t Believ That, and Even with The Last Book, WHEN IT SURPASSED A MILLION COPIES, IT HAD MORE IMPACT IN MY VIEW, Globally, than Getting A Billion View.

You’re Involved With So Much, So I ALSO WANTED TO ASK WHAT’S BEEN YOUR FAVORITE Part About Being An Investor On the BBB Reality Series, Dragons’ den?

I have roughly 100 entrepreneurs a year pitch to me. Businesses, and it’s just the west wenderful Reminder of the Power of Entrepreneurship to Change The World. If you look at what i’m doing now with flight Story, there’s Really Two Things – There’s Our Studio, WHICH is Media, and the other side of it is Our Fund, which is an in. And I THINK THAT TESE TWO THINGS TOGETCHER ARE THE COMST POWERFUL VEHICLE TO CHANGE The WORLD. I Think Media Positively, Negatively InfluenCes People’s Lives, It InfluenCes the Electrate, and that Drives What We did at the Polls, and Ten that Drives of LEGISLATION. And I Think The Same with Building Businesses. For Better or for Worse, we Shape Our Future by the Businesses that We Build. An Dragons’ den is exactly that. I a tremendous that honor that was a dream for me as a kid to get to sit on that show, to get to repreSent a figurent Type of entrepreneur, young black entrepreneur that His Bedroom in Manchester, Because Who I Was in that Bedroom in Manchester, There Was One Black Entrepreneur That I Could I Could Look To, Which Was Jamal Edwards at The Time, Who’s Passed. And the other thing is just this constant reminder of the struggle of entrepreneurs out there. You See Howch Is Riding on And You Get this Remarkable Privilege of Getting to Make People’s Dreams A Reality.

You’ve previoously shared that you’ve turned down offn offers to partner with streaming giants. Can You Expand on Your Reasoning Begind That, Given The Success Other Media Figures Who Have Taken These Mega Deals Have Seen in the Space?

I iererepreneur by Nature, and Being An Entrepreneur Means You Know How To Build An Organization, You Know How To Build A Business, You Undersdand How To Scale A Business, You Unders Hopefully. And in just over four years, we’ve gone from 0 to we’ll do 52 Million Views on YouTube this month, I Think. We’ll DO $ 40 Million in Revenue This Year, Maybe More, Maybe Less. That’s not including like equity deals in companies. And the Growth in Revenue Has Gone Up Year Over Year by A Three Digit Percentage Number, and that’s All Been In-House. So if i play that fotor, and it’s like going Really Well and We’re Betting on Ourselves, I See No Reason to Change That.

Who did you decide to use ai for your new podcast, 100 CEOS WITH STEVEN BARTLETTand what are your goals with it?

The Innovator’s DilemmaMy Favorite Business Book, Taught Me Some Thing Counterintuitive: The Biggest Risk Isn’t Being Disrupted by New Technology – It’s Avoiding It ALTOGETCHER. Companies that Ignore Emerging Innovation Don’t Protect Themselves; They Basical Assure their Obsleesncence. That’s WHY WE’RE LEANING INTO AI WITH 100 CEOS. Not Because We Have All The Answers, But Because We Know The Cost of Not Asking The Questions, and Flightsto Was Built on this Idea: Stay Curies. Experiment, Fail, Learn and Try Again. I have no iDea if people want to listen to ai podcasts, but i would rattcher find out this kind than the HARD WAY.

If you have to describe what make steven bartlett, steven Bartlett, what would would you say?

Obsense. Being Really, Really Obsessed. HAVING A BIAS TOWARDS THINS ARE PASSIBLE, EVEN WHEN LIKE OBJECTIVELY there’s no evutence that it is. URGENT, WHICH MEANS OPERATING LIKE I’M RUNNING OUT OF TIME OR THAT THERE’S A Deadline, Like Put A Fake Deadline on Everything[[Laughs]. In Love with My Partner. I have to include her ’cause she Such a foundation to me, she’s like home to me. I Wanna Be a Facher As Well, So Hopeful in the Next Year or Two I Can Say Father. And the current Like Really Curious, Really Open-Minded, A DREAMER. The Last One Wuld be Something About the Belief That I Have So Much More to Learn. You’d Think by doing 400 or 500 podcast interviews that i’d feel smarter; I ACTUALLY FEEL more STUPID, WHICH WAS NOT WHAT I WASS EXPECTING[[Laughs]. I Feel Like There’s so Much that i don’t know.

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