Dara Khosrowshahi - Uber's Bet on AVs, AI, and Building a Super-App - [Invest Like the Best, EP.476]
My guest today is Dara Khosrowshahi, the CEO of Uber. Before Uber, Dara ran Expedia for thirteen years. We start with why he took this job in 2017, and a big part of that story is Daniel Ek, who told him that life is not about happiness, it is about impact.
We talk about what the chaos felt like on day one, and how his family leaving Iran when he was nine shaped the way he handles pressure today.
We spend most of our time on autonomous vehicles and Uber's role as the demand aggregator in a world of physical AI. Dara explains why Uber is a supply-led company, what it will take to win, and why he expects many winners in AVs rather than one.
We also discuss Uber's $10 billion in free cash flow, the push toward a single app for everything, and what he has learned from Allen & Co, Barry Diller and Reed Hastings.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Timestamps:
(00:00:00) Welcome to Invest Like The Best
(00:02:29) Intro to Dara Khosrowshahi
(00:03:37) How Daniel Ek Convinced Dara to Take the Uber Job
(00:06:54) Bringing Order to Chaos
(00:09:20) Managing Stress as a Leader
(00:11:22) The Chip on His Shoulder
(00:12:53) Parenting Lessons
(00:17:01) Mandate for AI Adoption
(00:21:21) Uber's Role in Physical AI
(00:22:48) Winning the AV Demand Race
(00:27:41) Partnering vs. Competing with Waymo
(00:32:05) AV Success Unlocks New Markets
(00:35:09) Why Drones Haven't Arrived Yet
(00:36:27) Regional AV Rollout Differences
(00:37:35) Uber Eats International Winning Formula
(00:39:44) Key to Aggregating Supply Well
(00:44:34) Adding Hotels to Uber Platform
(00:50:46) Lessons in Marketing at Scale
(00:52:59) Apps vs. AI Agents in Seven Years
(00:54:08) What Dara Learned from Barry Diller
(00:56:52) What Dara Learned from Allen & Co
(01:00:09) Buybacks vs. Growth Investing
(01:04:17) Lessons from Reed Hastings
(01:05:49) The Kindest Thing
Dara Khosrowshahi on replacing Uber drivers — and himself — with AI
It’s become an annual tradition to have Uber CEO Dara Khosrowshahi join us in the studio when he comes to New York for Uber’s big Go-Get event every year. This year, the big news was that Uber's expanding into a much larger platform for travel, starting with hotel booking and services like personal shopping.
Uber is going so far as to call this an everything app, so I wanted to see how far Dara thinks everything actually goes — and whether he’s feeling pressure to own more of the user experience in a world where AI companies keep promising that their chatbots will book all the cars for you.
Links:
Uber adds hotels to its app in big travel swing | The Verge
Uber CEO Dara Khosrowshahi is okay with reinventing the bus | Decoder
I have to be honest, AI will replace jobs at Uber | Diary of a CEO
The DoorDash problem | Decoder
Airbnb CEO Brian Chesky wants to build the everything app | Decoder
Booking and Priceline chief wants you to yell at bots, not humans | Decoder
Subscribe to The Verge to access the ad-free version of Decoder!
Credits:
Decoder is a production of The Verge and part of the Vox Media Podcast Network.
Decoder is produced by Kate Cox and Nick Statt; this episode was edited by Xander Adams. Our editorial director is Kevin McShane.
The Decoder music is by Breakmaster Cylinder.
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Uber CEO: At Uber, If You Don’t Perform, You’re Out! Uber Was Losing $3b A Year
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
(03:32) Why Escaping Iran Rewired My Appetite For Risk
(10:15) The Brutal Truth About Raising Kids In An Uncertain World
(16:50) Do Engineers Make Better CEOs — Or Miss What Really Matters?
(18:09) How To Choose The Few People Truly Worth Betting On
(19:16) The X-Factor That Turns Good Employees Into Game Changers
(20:51) Why Rejection Is The Price Of Building Something That Matters
(26:46) How To See Industry Shifts Before They’re Obvious
(32:51) The Jevons Paradox: Why More Efficiency Can Mean More Consumption
(39:47) Why Transparency As A CEO Builds Power — Not Weakness
(46:52) Can You Turn A Comfortable Culture Into A Hungry One?
(49:42) Ads
(51:10) The Advice Young People Need Before It’s Too Late
(57:36) How To Build A Culture That Improves Every Single Week
(01:01:53) Why Most Teams Fail At Goals — And How To Fix It
(01:06:56) What Happens When Strategy And Values Fall Out Of Sync
(01:13:53) How AI Is Changing Our Company — And The Moves We’re Making Now
(01:18:52) Why 90% Of Our Engineers Use AI — And What That Signals
(01:23:43) Will AI Replace 9.5 Million Uber Drivers — Or Reinvent The Job?
(01:35:05) The Most Important Advice For Thriving In An AI-Driven Future
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The End of Human Driving? with Uber CEO Dara Khosrowshahi | On With Kara Swisher
We're bringing you a special episode of On With Kara Swisher! Kara sits down with Uber CEO Dara Khosrowshahi to dig into how applied artificial intelligence works at scale.
At Uber, AI powers everything from pricing, routing, and customer service to autonomous vehicles and sidewalk robots that deliver food. It has partnered with more than 20 autonomous vehicle manufacturers, and it’s moving aggressively into robotaxis. And although it may take many decades, Khosrowshahi believes society may eventually decide humans aren’t safe enough to be trusted behind the wheel. Kara and Dara discuss what this all means for jobs, congestion, climate and Uber’s business model.
This conversation was recorded live at the Johns Hopkins University Bloomberg Center as part of its Discovery Series on artificial intelligence.
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The End of Human Driving? with Uber CEO Dara Khosrowshahi
Kara sits down with Uber CEO Dara Khosrowshahi to dig into how applied artificial intelligence works at scale.
At Uber, AI powers everything from pricing, routing, and customer service to autonomous vehicles and sidewalk robots that deliver food. It has partnered with more than 20 autonomous vehicle manufacturers, and it’s moving aggressively into robotaxis. And although it may take many decades, Khosrowshahi believes society may eventually decide humans aren’t safe enough to be trusted behind the wheel. Kara and Dara discuss what this all means for jobs, congestion, climate and Uber’s business model.
This conversation was recorded live at the Johns Hopkins University Bloomberg Center as part of its Discovery Series on artificial intelligence.
Questions? Comments? Email us at on@voxmedia.com or find us on YouTube, Instagram, TikTok, Threads, and Bluesky @onwithkaraswisher.
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Uber CEO Dara Khosrowshahi on self-driving's future, changing business model, job displacement
(0:00) Introducing Uber CEO Dara Khosrowshahi
(0:59) Uber's self-driving business: partnerships, market size, LiDAR vs computer vision, safety, distribution
(8:14) How self-driving impacts Uber's business model over time
(13:30) Other forms of transportation Uber could provide
(16:09) $20B stock buyback plan vs. investing in R&D and acquisitions, future of food
(21:03) Dara's pitch to Elon for bringing Tesla Robotaxis into Uber's network
(22:31) How Uber thinks about driver job displacement from self-driving
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Why Uber's CEO is okay with reinventing the bus
Today, I’m talking with Uber CEO Dara Khosrowshahi. We recorded this conversation on the same day Uber announced a big set of product updates, including new options for shared rides. Dara was in New York for all that, so he came to our studio and we did this one together, which always makes for a great episode.
If you’ve been listening to Decoder recently, you know that I’m very curious about how service apps like Uber will handle things like AI agents. Dara had a lot of thoughts there. There’s a lot in this one, and Dara didn’t hold back. I think you’re going to like it.
Links:
Uber’s new bus-like feature is nearly 50 percent cheaper than UberX | Verge
An interview with Dara Khosrowshahi | Stratechery
Uber preps for Waymo’s robotaxi launch in Atlanta | Verge
Uber ends year in the black for the first time ever | Verge
Uber’s not out of the woods yet | Verge
UberX Share brings carpooling back to NYC and eight other cities | Verge
Uber CEO vows to be ‘hardcore’ about costs, slow hiring | Verge
Transcript
Credits:
Decoder is a production of The Verge and part of the Vox Media Podcast Network.
Our producers are Kate Cox and Nick Statt. Our editor is Ursa Wright.
The Decoder music is by Breakmaster Cylinder.
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Powerful A.I. By 2026? + Uber's C.E.O. on the Robotaxi Future + Casey's TikTok Test
This week, the A.I. company Anthropic has Silicon Valley rethinking the timeline for artificial general intelligence. In addition to releasing a new safety policy, the company’s chief executive, Dario Amodei, laid out a vision of how A.I. could help cure cancer, mental illness and mitigate climate change in the near future. We consider his most surprising claims and what this means for the acceleration of the technology. Then, the Uber chief executive, Dara Khosrowshahi, joins us in the studio to discuss his company’s new partnership with Waymo, the autonomous vehicle company, and the future of that industry. And finally, leaked court documents reveal exactly how many TikTok videos you need to watch to get hooked on the app. So, Casey puts the number to the test.
Guest:
Dara Khosrowshahi, chief executive of Uber
Additional Reading:
Dario Amodei’s Essay “Machines of Loving Grace”
TikTok Executives Know About App’s Effect on Teens, Lawsuit Documents Allege
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EP 113: Dara Khosrowshahi (CEO, Uber) Lays Out the Path to Autonomous Vehicles
Dara Khosrowshahi runs one of the most complicated businesses in the world, Uber. Since taking over in 2017 Dara has led the company to profitability against all odds. In this episode, we touch on a number of things including Uber’s position on the future of Autonomous Vehicles (AVs), the challenges that were overcome in making Uber profitable, and some of the operating principles that have stuck with Dara since his days at Expedia.
(00:00) Intro
(01:49) Uber's Economic Resilience and Consumer Trends
(04:40) The Future of Autonomous Vehicles
(14:27) Strategic Decisions and the Advanced Technologies Group
(31:01) Uber's Expansion and Competitive Landscape
(38:01) Living in the Suburbs: Practical Insights
(39:23) Cultural Reset at Uber: A Necessity
(42:39) Operational Efficiency: Lessons from Uber
(46:56) Global Adaptations: Uber's Local Innovations
(48:58) Leadership and Mentorship: Personal Reflections
(51:32) Career Path: From Finance to CEO
(01:00:14) The Importance of Constructive Conflict
(01:04:47) Long-term Strategy and Board Governance
(01:07:07) The Impact of Uber: A Global Perspective
(01:08:54) Conclusion and Farewell
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Dara Khosrowshahi, Bill Gurley, Brad Gerstner, & Jason Calacanis on Uber's growth and future | E1878
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Dara Khosrowshahi joins Bill Gurley, Brad Gerstner, and Jason Calacanis to discuss his initial reservations about joining Uber and how he overcame them (14:57), the early magic of Uber that captivated investors (22:36), a deep dive into Uber's future plans (45:50), and much more!
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Timestamps:
(0:00) Dara Khosrowshahi joins Bill Gurley, Brad Gerstner, & Jason Calacanis to discuss all things Uber
(2:41) Setting the stage for Uber entering 2024
(4:52) Untold parts of Uber's story
(09:38) Gusto - Get three months free when you run your first payroll at http://www.Gusto.com/twist
(11:38) Bill Gurley discusses Dara's selection as CEO
(14:57) Dara's initial reservations about joining Uber and how he overcame them
(20:57) Dara’s discomfort in the free-money environment of ZIRP
(21:43) Paintbrush - Visit http://www.getpaintbrush.com to see if you qualify for a $50K startup loan in less than 2 minutes
(22:36) Exploring the early magic of Uber that captivated investors
(26:27) How valuations impact founder mindset
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(32:17) Discussing the relevance of secondaries in the near future
(35:02) Breaking down some Uber myths and Dara’s focus on drivers
(45:50) A deep dive into Uber's future plans
(51:31) Uber’s strategy with upselling as AI enters the conversation
(58:04) Bill Gurley on joining Zillow’s board and how innovation is needed in the real estate industry
(1:05:27) Brad Gerstner on markets
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Uber’s Profit, Power and Problems with CEO Dara K
Uber: hard to live with it, or without it. In this episode Kara grills CEO Dara Khosrowshahi on the company’s sky-high prices, high take rate, treatment of drivers/couriers, policies around safety and why oh why he is kind to his predecessor, Travis Kalanick.
Before and after the interview, Kara and Nayeema make sense of the power and problems of Uber, and discuss Lesbians Who Tech (a conference — not in general).
Note: Khosrowshahi discusses a 15% “take rate” in the United States, exclusive of commercial insurance expenses. Globally, the company reported a 29.3% “take rate” in Q2 of 2023 inclusive of these costs.
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How great cultures are built and rebuilt, w/Eric Schmidt, Angela Ahrendts, & Uber’s Dara Khosrowshahi
Eric Schmidt, Angela Ahrendts, and Dara Khosrowshahi — three legendary culture-setters — sit down with host Bob Safian to discuss how they’ve built and rebuilt great cultures at Apple, Uber, Google and more. Recorded live at the Masters of Scale Summit in San Francisco, the conversation delivers surprising stories, and counterintuitive lessons on authenticity, making mistakes, and how to build a unique culture that’s right for your business.
Read a transcript of this episode: https://mastersofscale.com/
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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Uber CEO Dara Khosrowshahi
Uber CEO Dara Khosrowshahi dropped by the Acquired studio for an Eats delivery, so we broke out the cameras and asked him to hang out for a wide-ranging conversation. :) We talk about his 20 years working with Barry Diller, starting his career at Allen & Company, how the Uber CEO search process ACTUALLY went down… and oh yeah, the massive transformation that’s happened at Uber over the past few years. When Dara took over the company it was bleeding huge sums of cash, losing share to competitors and embroiled in one of the biggest corporate controversies in recent memory. Fast forward to today and it’s turned cashflow positive while also having tripled revenue to over $30B (on $120B in GMV) and solidified its rideshare dominance in the US. And in perhaps the biggest change, it’s done it all while staying out of the headlines. Tune in!
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20VC: What are the World's Tech Leaders Running From? Fear? Insecurity? Poverty? What Drives the Best with Orlando Bravo, Bill Ackman, Dara Khosrowshahi, Parker Conrad, Tobi Luttke, Brian Armstrong and more..
Orlando Bravo is a Founder and Managing Partner of Thoma Bravo. He led Thoma Bravo's early entry into software buyouts and built the firm into one of the top private equity firms in the world.
Tobi Lütke is the CEO and Co-Founder of Shopify, the powerhouse company allowing anyone to start and grow their e-commerce business.
Dara Khosrowshahi is the CEO of Uber, where he has managed the company's business in more than 70 countries around the world since 2017.
Parker Conrad is the Founder & CEO @ Rippling, the company that lets you easily manage your employees' payroll, benefits, expenses, devices, apps & more—in one place.
Jamie Siminoff is the Founder and Chief Inventor @ Ring, with Ring Jamie, created the world's first Wi-Fi video doorbell while working in his garage in 2011. The company sold to Amazon for $1BN.
Martín Escobari is Co-President, Managing Director and Head of General Atlantic's business in Latin America. Martín is Chairman of the firm's Investment Committee and also serves on the Management and Portfolio Committees.
Ariel Cohen is the Co-Founder and CEO @ Navan (formerly TripActions), the #1 travel management super-app used by over 8,000 companies.
Tarek Mansour is the Founder and CEO @ Kalshi, the first regulated exchange where you can trade directly on the outcome of events.
Brian Armstrong is the Co-Founder and CEO @ Coinbase, the easiest place to buy and sell cryptocurrency. Over the last 10 years, Brian has led Coinbase to today, a public company with over 3,500 employees and revenues of over $7.5BN in 2021.
Question of the Day:
What are the world's tech leaders running from?
Uber’s Dara Khosrowshahi — Bringing a culture back from the brink
Early-stage startups are a lot like pirate ships — they need a buccaneering spirit to survive. But every startup needs to shed its pirate nature at some point, and evolve into something more akin to a navy — no less heroic, but more disciplined. Dara Khosrowshahi, as Uber CEO, took on the most extreme pirate-to-navy transition in startup history. Though Uber blitzscaled to become the most valuable startup in the world, it was also notorious for its toxic culture — and Dara turned the company around. His method? Truth-telling and doing the right thing
"All-Star Episodes" are part of a special series designed to center some of the most timely — and timeless — business wisdom in the Masters of Scale feed. These episodes best encapsulate the kind of transformative, unconventional insights you hear in the series." Have an idea for an All-Star Episode from our library? Let us know at hello@mastersofscale.com.
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20VC: Uber CEO, Dara Khosrowshahi on Why Uber Eats is Not Losing the Fight to Doordash | Uber's M&A Strategy; A Scorecard Analysis from Careem to Postmates & Skip | Why Uber's Investment in Scooters was a Mistake | Secret to Marriage, Parenting & High Per
Dara Khosrowshahi is the CEO of Uber, where he has managed the company's business in more than 70 countries around the world since 2017. Dara was previously CEO of Expedia, which he grew into one of the world's largest online travel companies. Dara was promoted to Expedia CEO after serving as the Chief Financial Officer of IAC Travel. Before joining IAC, Dara served as Vice President of Allen & Company and spent a number of years as an analyst. He currently serves on the Board of Directors of Expedia and Catalyst.org and was previously on the board of the New York Times Company.
In Today's Episode with Dara Khosrowshahi We Discuss:
1. From the Iranian Revolution to One of the Most Powerful CEOs:
What is Dara running from? What is he running towards?
How did seeing his family lose everything impact his mindset to life and business?
What are 1-2 of Dara's biggest lessons from working with the legendary Barry Diller?
How did Daniel Ek @ Spotify convince Dara to take the CEO role at Uber?
2. Dara Khosrowshahi: The Foundations of Great Leadership:
What does high performance in business mean to Dara?
Does Dara agree, "the best CEOs are the best resource allocators"?
Does Dara believe he is a better peacetime or wartime CEO? Which is he at Uber?
What decision-making framework does Dara use to make really hard decisions?
How does Dara does what to focus on and what to prioritise?
3. Investments and Acquisitions: The Scorecard:
Why did Dara decide to make the Kareem acquisition? Has it been successful?
What was the thinking behind the Postmates acquisition?
What does Dara believe is the single best acquisitions he has made at Uber?
What has been the worst acquisition he has made at Uber?
Why does Dara believe that Uber entering scooters was a mistake?
4. The Future: Food Delivery, Parenting, Marriage:
What does Dara say to those who suggest Uber Eats has lost the war to Doordash?
What does Dara believe is the secret to a happy marriage?
How does Dara define great parenting? What does Dara do to be the best father he can be?
What would Dara like to improve or change about himself? Why?
How great cultures are built and rebuilt, w/Angela Ahrendts, Uber’s Dara Khosrowshahi & Eric Schmidt
Three legendary culture setters come together live on stage at the inaugural Masters of Scale Summit. In the first released recording from the sold-out event, Angela Ahrendts, Dara Khosrowshahi, and Eric Schmidt reveal how they’ve built and rebuilt great cultures at Apple, Uber, Google and more. Host Bob Safian delivers surprising stories, counterintuitive anti-lessons and live-show energy from the stage of San Francisco's Presidio Theatre. The first of many episodes from the Masters of Scale Summit stage.
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Katerra’s collapse, Bill Ackman’s SPAC merger plus Uber CEO Dara Khosrowshahi | E1226
Jason covers the bankruptcy of the Softbank-backed construction startup Katerra, Bill Ackman's Universal Music SPAC, then interviews Uber CEO Dara Khosrowshahi about portable benefits for independent contractors, the expanding UberEats business, local commerce and more!
Pivot Schooled #3: The Sharing Capitalists, with Uber CEO Dara Khosrowshahi and Gig Workers Collective co-founder Vanessa Bain
In this audio version of the third episode of our live video series Pivot Schooled, Kara Swisher and Scott Galloway talk about the future of the sharing economy, why restaurants are over-capitalized, and the shifting politics of labor laws as gig workers are squeezed by the pandemic. They talk to Gig Workers Collective co-founder Vanessa Bain about how policy makers and companies can better protect workers; then, Uber CEO Dara Khosrowshahi talks about why the company is fighting against classifying its workers as employees in California, the food delivery business, and whether the company is really committed to self-driving cars.
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Recode Decode: Dara Khosrowshahi
Uber CEO Dara Khosrowshahi talks with Recode's Kara Swisher about Uber's evolving response to the COVID-19 pandemic, how it's preparing for the world to re-open, and the one segment of the company that is thriving right now — its food delivery business, UberEats. Khosrowshahi also discusses the company's recent 6700-person layoffs, the blowback UberEats has received for the fees it imposes on restaurant owners, and the “rumors” that it will acquire food delivery rival GrubHub, and why that wouldn't be a monopoly. Plus: How are Uber's relations with local and federal governments, and what would Khosrowshahi do if he were still the CEO of a travel company like Expedia?
Featuring:
Dara Khosrowshahi (@dkhos), CEO, Uber
Host:
Kara Swisher (@karaswisher), Recode co-founder and editor-at-large
More to explore:
On Reset, Arielle Duhaime-Ross explores why — and how — tech is changing everything.
On Recode Media, Peter Kafka interviews business titans, journalists, comedians and podcasters about the collision of tech and media.
On Pivot, Kara Swisher and Scott Galloway talk about the big tech news stories of the week, who's winning, who's failing, and what comes next.
And on Land of the Giants, Jason Del Rey chronicled the rise of Amazon. Season 2 will focus on Netflix and is coming soon!
About Recode by Vox:
Recode by Vox helps you understand how tech is changing the world — and changing us.
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Newsletter: Recode Daily
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Bringing a culture back from the brink, w/Uber's Dara Khosrowshahi
Early-stage startups are a lot like pirate ships – they need a buccaneering spirit to survive. But every startup needs to shed its pirate nature at some point, and evolve into something more akin to a navy – no less heroic, but more disciplined. As the new CEO of Uber, Dara Khosrowshahi took on the most extreme pirate-to-navy transition in startup history. Though Uber blitzscaled to become the most valuable startup in the world, it was also notorious for its toxic culture. Dara turned the company around. His method? Truth-telling and doing the right thing. Cameo appearances: Arianna Huffington (Thrive Global) and Ben Chestnut (Mailchimp).
Read a transcript of this interview at: https://mastersofscale.com/dara-khosrowshahi-how-pirates-become-the-navy/
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Recode Decode: Uber CEO Dara Khosrowshahi (Live at Code 2018)
Dara Khosrowshahi, the CEO of ride-hailing company Uber, talks with Recode’s Kara Swisher at the 2018 Code Conference. Khosrowshahi says he didn’t expect to be offered the CEO job and turned it down, but is happy he accepted it in the end. He explains how he’s trying to rethink what Uber should be and how he works with founder and ex-CEO Travis Kalanick, who is still on the board of directors. Khosrowshahi also unpacks Uber’s plan to be the “Amazon of transportation” and what it’s doing with its self-driving car initiative in the aftermath of a fatal accident in Arizona.
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