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UBER WAS LOSING $3B A YEAR! 🤯

February 23, 2026 / 02:01

This episode features discussions on work ethic, leadership, and the impact of AI on jobs. The guest, Dara Khosrowshahi, CEO of Uber, shares insights from his experiences in the tech industry.

Khosrowshahi emphasizes the importance of hard work, comparing it to the dedication seen in top athletes like Ronaldo and Michael Jordan. He believes that success is not just about talent, but about the relentless pursuit of improvement.

He reflects on his childhood in Iran during the Islamic Revolution, which shaped his drive to succeed and support his family. Khosrowshahi recounts his journey from studying engineering to becoming CEO of Expedia, where he significantly increased sales.

The conversation shifts to the challenges posed by AI in the workforce, particularly for Uber's drivers and couriers. Khosrowshahi addresses the need for honesty about the future of jobs as technology evolves.

TLDR

Dara Khosrowshahi discusses work ethic, his journey from Iran to Uber, and the impact of AI on jobs.

Episode

2:01
00:00:00
You come to Uber, you're going to work your ass off. And if you're not performing, we're going to let you know.
00:00:04
>> But do you ever worry that they might not be able to deal with the truth?
00:00:07
>> Then they can leave because the most important skill in life is the skill of
00:00:11
working hard. And when you see the top athletes, Ronaldo, Michael Jordan, of course they're talented. But the thing
00:00:17
that's different about them is they work their asses off. And that's a learned
00:00:22
skill. That's not something you're born with. You may be smarter, more talented,
00:00:26
etc. But I'm not going to let anyone outwardly. with that mentality. >> When you joined Uber, Uber was losing 3
00:00:31
billion per year. Now it generates 8.5 billion in free cash flow every year. But it seems that you were forged in
00:00:37
such a way that you were going to be relentless. >> Yeah. And it really started with being
00:00:41
born in Iran with the Islamic Revolution in 1978. We were not safe there. And I remember at one point we had these
00:00:48
revolutionary guards come into the backyard and bullets went through our living room. So my family came to the US
00:00:54
to rebuild their lives. >> You were 8 9 years old. >> Yeah. And it really destroyed my dad.
00:01:00
Sorry me. It's tough for me to talk about it. Second. All right, let me try again. Seeing that
00:01:13
has put me on a road where I just wanted to make my family proud. So I studied bioelect electrical engineering and then
00:01:19
my first job was investment banking and I got to see the process of big companies being built and then I had the
00:01:25
opportunity to take over Expedia >> and in your 12 years as CEO Expedia sales increased from 2.1 billion to 8.8
00:01:31
8 billion and you were the highest paid CEO of a US tech company >> and I left it all behind to get over
00:01:36
>> and I want to get into practical company building how you would get that company
00:01:39
to work hard and create a culture of continuous improvement and all that stuff but there's an alien that's
00:01:44
arrived amongst us which is AI now driving I think is one of the biggest employees in the world like as a
00:01:49
profession >> I mean we've got 9 and a half million drivers and couriers on our platform
00:01:53
>> those drivers careers that you have will be out of work being honest about the
00:01:57
situation what do the 9 million people

Badges

This episode stands out for the following:

  • 60
    Most inspiring
  • 60
    Best performance

Episode Highlights

  • From Loss to Success
    Uber transformed from losing $3 billion annually to generating $8.5 billion in cash flow.
    “When you joined Uber, Uber was losing 3 billion per year.”
    @ 00m 29s
    February 23, 2026
  • A Journey of Resilience
    Born during the Islamic Revolution, he faced danger that shaped his relentless drive.
    “I remember at one point we had these revolutionary guards come into the backyard.”
    @ 00m 43s
    February 23, 2026
  • CEO of Change
    As CEO of Expedia, he increased sales from $2.1 billion to $8.8 billion.
    “In your 12 years as CEO Expedia sales increased from 2.1 billion to 8.8 billion.”
    @ 01m 28s
    February 23, 2026

Episode Quotes

  • The most important skill in life is the skill of working hard.
    UBER WAS LOSING $3B A YEAR! 🤯
  • It's tough for me to talk about it.
    UBER WAS LOSING $3B A YEAR! 🤯

Key Moments

  • Work Ethic00:09
  • Revolutionary Childhood00:43
  • Family Pride01:13
  • CEO Success01:28
  • AI Impact01:46

Tension Over Time

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