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Uber CEO: I Have To Be Honest, AI Will Replace 9.4 Million Jobs At Uber!

2026-02-23 People & Blogs
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The Diary Of A CEO
The Diary Of A CEO
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Uber CEO Dara Khosrowshahi reveals the future of driverless cars, how he led Uber’s financial turnaround, his family’s escape from Iran in 1978, and the truth about AI, automation, and job loss! Dara Khosrowshahi is the CEO of Uber and successfully transformed the company from losing $3 billion a year to generating over $9 billion in free cash flow. He previously served as CEO of Expedia for over a decade, scaling the company into a global leader in online travel. He explains: ◼️The "wartime" leadership strategy he used to save Uber from collapse ◼️Why telling the uncomfortable truth is the only way to scale a company ◼️His undercover experience as a driver and why it changed the app ◼️Why 80% of jobs face total disruption from AI automation by 2035 ◼️The truth about autonomous vehicles and banning humans from driving 00:00 Intro 03:33 Why Fleeing Iran Shaped My Risk Tolerance And Resilience 10:17 The Hardest Realization About Having Kids And Their Future 16:52 Do Engineers Actually Make Better CEOs — Or Worse? 18:11 How To Spot The One Person Worth Betting Your Career On 19:17 What Separates A Good Employee From A Truly Great One 20:52 Why Rejection Is The Hidden Engine Behind Every Successful Business 26:48 How To Spot Big Transitions Before Everyone Else Does 32:52 The Jevons Paradox: Why Efficiency Can Backfire 39:48 Why Radical Transparency Makes You A Stronger CEO 46:54 Can You Really Turn A Comfortable Team Into A Hungry One? 49:44 Ads 51:11 The Career Advice Young People Need — But Rarely Hear 57:38 How To Build A Culture Of Continuous Improvement That Never Stalls 01:01:55 Why Most Teams Fail At Goals — And How To Set Ones That Actually Work 01:06:58 What Happens When Leadership Alignment Breaks Down 01:13:54 How AI Is Reshaping Our Business — And What We’re Doing Next 01:18:53 Why 90% Of Our Coders Now Rely On AI — And What That Changes 01:23:44 Will AI Replace 9.5 Million Uber Drivers — Or Create Something Bigger? 01:35:06 The Best Advice For Thriving In An AI-Dominated Future Enjoyed the episode? Share this link and earn points for every referral - redeem them for exclusive prizes: https://doac-perks.com Follow Dara: X - https://link.thediaryofaceo.com/8IAzCZd The Diary Of A CEO: ◼️Join DOAC circle here - https://doaccircle.com/ ◼️Buy The Diary Of A CEO book here - https://smarturl.it/DOACbook ◼️The 1% Diary is back - limited time only: https://bit.ly/3YFbJbt ◼️The Diary Of A CEO Conversation Cards (Second Edition): https://g2ul0.app.link/f31dsUttKKb ◼️Get email updates - https://bit.ly/diary-of-a-ceo-yt ◼️Follow Steven - https://g2ul0.app.link/gnGqL4IsKKb Sponsors: WHOOP: https://JOIN.WHOOP.COM/CEO for one month free Shopify - https://shopify.com/bartlett Wispr: Get 14 days of Wispr Flow for free at https://wisprflow.ai/STEVEN

Top Comments (10)

@MetalsUnlimited 2026-02-23

I’m sick of this world! This Chasing~money and all. Life was so much better before now

2.0k 30 replies
@marko.cakarevic 2026-02-23

I’m so bored of this American corporate mindset. It’s infected the world and fucked up the planet.

1.9k 114 replies
@omalashevich 2026-02-23

Uber underpay drivers and overcharge riders for long time. Greed will replace you

967 42 replies
@leyubar1 2026-02-23

This man is monstrous

414 14 replies
@TheDiaryOfACEO 2026-02-23

Do you like these types of convos? If so please hit the like button on the vid - that’s the best way to vote for more like this ❤ also, would be doing me a big favour if you could subscribe - its free 🙏🏾appreciate you! - SB

209 77 replies
@PurplePixi77 2026-02-23

Thank you Steven for shedding light on what Evil looks like.

146 5 replies
@herogebrial 2026-03-06

Billionaires telling normal folks to work harder while single-handedly stealing from them is evil.

94 3 replies
@smorgasbord42 2026-02-24

Another good session, but the most revealing thing to me was that while Khosrowshahi talked about "working hard" multiple times during this hour & 40 minute interview, he catches himself with his own out-of-date advice to kids today: "Work hard, You're going to be fine. Work hard, it's just that simp....I mean, now the AI theoretically can work harder than you but...."

46 2 replies
@Aniegon07 2026-02-25

Did you notice that when he talks about Uber employees he only talks about the people that work in the headquarters in an office? The people that actually work Uber, the drivers, are not seen as employees part of the company. The drivers are just a part of the product that they need to upgrade eventually to AI. And when you have a company that sees the people that work for them as a component of the product instead of as employees, that’s when you know there’s a problem with the company.

34 1 replies
@TheoReflects 2026-03-03

This comment section could be its own podcast 🙂 I’ve spent 10 years driving for Uber in London, listening to thousands of conversations about money, power, fairness and success. It’s easy to focus anger on one individual. But perhaps he represents something bigger — a system that rewards scale, profit and power above all else. We collectively celebrate and elevate people who achieve this, teach it in universities, and measure success by it — then feel shocked when leaders reflect those same values back to us. Maybe the deeper question isn’t “Is he greedy?” but “What kind of society are we building — and what are we rewarding?”

27 1 replies

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