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why aren't all 296 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 8 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Assertion Supported
Benchmark sued Travis Kalanick in Delaware court over Uber board seats
“About in early August They then sued in Delaware courts after they had already gotten rid of Travis. They then sued to get rid of him and his two board seats that he had gotten that he hadn't appointed yet. So three board seats. So they wanted, you know, effec…”
Shervin Pishevar Jan 13, 2025 ▶ 42:02 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Assertion Supported
Pishevar: Uber nearly acquired Lyft, but Lyft demanded too much ownership
“Andreessen, having lost the Uber deal, ended up doing the Lyft deal, and we had, you know, Travis and Emil, you know, they were close to acquiring it acquiring Lyft which, you know but they wanted too much ownership so that luckily didn't work out”
Shervin Pishevar Jan 13, 2025 ▶ 20:35 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Assertion Supported
Pishevar: Kalanick and Michael initiated SoftBank's $12B Uber deal
“So the SoftBank conversations, ironically, Travis and Emil started those conversations, the ultimate twelve billion dollar investment from SoftBank Vision Fund.”
Shervin Pishevar Jan 13, 2025 ▶ 47:48 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Opinion
Uber Elevate distracted from the core mission and hindered company growth
“We tried to do too much. Simply put specifically, you know, we were looking at like doing like a vertical takeoff and landing type, like helicopter play. We were doing Uber elevate. There were just a lot of things that became distractions from the core mission…”
Scott Gorlick Aug 30, 2024 ▶ 28:09 Scott Gorlick: How Uber Acquired 1M Drivers & The Uber’s Expansion Playbook | E1196 · 20VC with Harry Stebbings
Opinion
Uber partnering with Waymo and Cruise is the right long-term strategy
“I think the decision to partner with You know, the leading AV players in the space, doing things with, like, the Waymos and the Cruises of the world, and trying to bring their fleets onto Uber is the right long-term strategy.”
Scott Gorlick Aug 30, 2024 ▶ 36:46 Scott Gorlick: How Uber Acquired 1M Drivers & The Uber’s Expansion Playbook | E1196 · 20VC with Harry Stebbings
Assertion Supported
Uber, Airbnb, Meta, and Revolut didn't use event tracking early on
“I actually think that if you look at Uber, Airbnb, Meta, they don't use events, or at least not in the early days. We didn't use events at Revolut.”
Val Scholz Jun 21, 2024 ▶ 47:03 Val Scholz: How Revolut Acquired Their First 10M Users: Tips, Tactics & Strategies | E1168 · 20VC with Harry Stebbings
Assertion Partly supported
Lehmann: Postmates-Uber acquisition returned nearly $5B to shareholders
“We negotiated the deal so well, there was no color on the deal. By the time the deal closed, it was almost five billion dollars.”
Bastian Lehmann Apr 8, 2024 ▶ 19:45 Bastian Lehmann: How the Uber Deal Went Down and How a $2.65BN Deal Turned into $5BN | E1137 · 20VC with Harry Stebbings
Assertion Supported
Lehmann: Postmates acquisition has not been written off by Uber
“I see no signs of the Postmates acquisition being written off because I think the brand is very strong. It continues to be very strong in LA.”
Bastian Lehmann Apr 8, 2024 ▶ 25:39 Bastian Lehmann: How the Uber Deal Went Down and How a $2.65BN Deal Turned into $5BN | E1137 · 20VC with Harry Stebbings
Insight
Tisch: Small stakes in outlier companies outperform strict ownership targets
“Every VC's math works if you fund great companies. And so it's not about This, like, ownership threshold. If anybody owned one percent of Facebook, one percent of Uber.1% of Coinbase, your math works. Your math works really well, and it scales.”
David Tisch Feb 9, 2024 ▶ 22:53 20VC: Doug Leone, Bill Ackman, Bill Gurley and Orlando Bravo on "Does Price Matter"; When to Pay Up vs When to Stay Disciplined, The Biggest Lessons on Price Discipline from 8 of the World's Best Investors
What-if
Sheikha Regrets $3.1B Uber Deal Didn't Financially Benefit Careem's Drivers
“I wish we could have done more for our captains. As a part of the exit process. You know, Kareem was built by these captains and we are close to many of them. And if I look at them today, they're still doing what they were doing 10 years ago. And that saddens …”
Mudassir Sheikha Sep 4, 2023 ▶ 36:47 Mudassir Sheikha: The Meeting that Led to $3.1BN Buyout: The Battle Between Uber and Careem | E1056 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Sheikha: Careem's Board Was Deeply Divided Over the $3.1B Uber Acquisition
“And it was a contentious process where there were some investors that wanted to sell and there were others that didn't want to sell. And it ended up creating a big divide in the port that made things quite challenging.”
Mudassir Sheikha Sep 4, 2023 ▶ 28:32 Mudassir Sheikha: The Meeting that Led to $3.1BN Buyout: The Battle Between Uber and Careem | E1056 · 20VC with Harry Stebbings
Disclosure
Claure: Three of Uber's Top Five Global Cities Were in LatAm
“When we were investors in Uber, you know, we had to keep it a secret that after New York, three of the top five cities were Latin American cities.”
Marcelo Claure Jul 31, 2023 ▶ 24:24 Marcelo Claure & Shu Nyatta: LATAM's New $500M Growth Fund; Investing Billions at SoftBank | E1042 · 20VC with Harry Stebbings
Opinion
Khosrowshahi: Best Travis legacy was talent; worst was brand damage
“Best thing I'd say is is a bar for talent. Travis went after incredibly talented people, and I got to keep some of them, which is great. Worst thing, I think it was just the brand damage as it related to Uber, the enterprise.”
Dara Khosrowshahi Mar 27, 2023 ▶ 42:26 Dara Khosrowshahi: How I Became CEO of Uber; Uber Eats vs DoorDash; The Postmates Acquisition | E994 · 20VC with Harry Stebbings
What-if
Emil Michael: Uber should have forced scared early investors to take liquidity
“And so more, the thing we, I wish we did more of Uber is give more investors liquidity when they get scared. I would be like Venturex sell. Like, I'll find you someone to sell to sell, go get the second G six and the, you know, the whatever. The discovery prop…”
Emil Michael Oct 25, 2022 ▶ 53:44 Emil Michael: How I Negotiated the $4B Uber-China Deal, Why DoorDash Caught Up to Uber | 20VC #941 · 20VC with Harry Stebbings
Assertion Contradicted
Emil Michael: Uber grew faster than any company in history, including Google
“We grew faster than any company in the world, both geographically And revenue wise, including Google.”
Emil Michael Oct 25, 2022 ▶ 1:05:26 Emil Michael: How I Negotiated the $4B Uber-China Deal, Why DoorDash Caught Up to Uber | 20VC #941 · 20VC with Harry Stebbings
Assertion Partly supported
Emil Michael: Uber's valuation under CEO Dara Khosrowshahi trails the Nasdaq
“The company's valuation Is lower today than it was when Dara took over. And even if you account for the macro environment, the Nasdaq's still up 50%, he's down 50%.”
Emil Michael Oct 25, 2022 ▶ 45:22 Emil Michael: How I Negotiated the $4B Uber-China Deal, Why DoorDash Caught Up to Uber | 20VC #941 · 20VC with Harry Stebbings
Assertion Supported
Emil Michael: Uber's acquisition of Otto destroyed its relationship with Google
“I'd say that the deal that Was under my watch. I didn't like it at the time, but I, you know, it got done was Uber acquiring auto, which was the autonomous car division that that gets started out of Google guys. It was, and I didn't like it for different reaso…”
Emil Michael Oct 25, 2022 ▶ 28:53 Emil Michael: How I Negotiated the $4B Uber-China Deal, Why DoorDash Caught Up to Uber | 20VC #941 · 20VC with Harry Stebbings
Insight
Emil Michael: Loose capital cycles enabled Uber to launch Uber Eats
“For founders, it's more a good thing than a bad thing. That means that there's more capital out there. So if your business model requires more capital, you can get it. And look, people are going to say, oh my God, it's loose capital, free money, blah, blah, bl…”
Emil Michael Oct 25, 2022 ▶ 56:28 Emil Michael: How I Negotiated the $4B Uber-China Deal, Why DoorDash Caught Up to Uber | 20VC #941 · 20VC with Harry Stebbings
Assertion Not publicly verifiable
Baker: Defying CEO to test credit-card-free signups doubled Uber's Hyderabad conversions
“We decided to run a test in Hyderabad, India, where we said, let's let riders request their first ride without putting a credit card number in. In fact, we were told by our CEO not to run that test because he felt so strongly against it, but we had so much con…”
Ed Baker Mar 25, 2022 ▶ 10:12 20VC The Memo: Inside the Growth Engines of Facebook, Twitter, Instagram and Instacart with the Growth Leaders Who Built Them; How Instagram Went from 440M to 1BN, How Twitter Changing Their Signup Flow was a Needlemover and How Removing Card Payment Requ
What-if
Friedberg: DoorDash succeeded because Travis Kalanick left Uber
“They do not think they would have as successful as they were if Travis was still CEO of Uber.”
David Friedberg Mar 14, 2022 ▶ 12:31 20VC: David Friedberg on The Framework for Business Value Creation, The Bifurcation in Venture Today That No One Talks About, The Impact of Interest Rate Hikes on Venture and Step by Step; How TPB Incubates, Funds and Exits The Next Generation of Companie
Insight
Bill Gurley: Power-law returns make late-stage venture investors valuation-agnostic
“It's easy to become valuation agnostic to a certain extent, because you've seen, if you hit a winner, if you hit a snowflake, if you hit a Uber or whatever, it ends up being a hundred X more than where you are today, so you become indifferent.”
Bill Gurley Feb 23, 2022 ▶ 6:03 The Tiger Global Memo: From Sequoia Capital to Benchmark and Thrive: The World's Best on the Rise of Tiger Global
Disclosure
Baker: Uber growth team pulled weekly Thursday all-nighters for Kalanick
“And so we would have growth team meetings with him every Friday morning. We'd usually pull all nighters every Thursday night, preparing for our meeting with him on Friday morning.”
Ed Baker Feb 16, 2022 ▶ 31:20 20Growth: Five Key Functions of a Growth Team, The Biggest Lessons Starting Uber's Growth Team and Scaling Facebook's, How To Structure The Hiring Process for Growth and What Separates Good From Great in Growth Leaders with Ed Baker, Former VP of Growth @
Assertion Contradicted
Travis Kalanick was ousted after 13 senior Uber managers demanded his exit
“In the end, what pushed Travis out was when his team held him accountable. It was when the, you know, his 13 senior managers all wrote a letter that said, dude, you've got to stay out of the company.”
Chris Sacca Jan 20, 2022 ▶ 26:01 Chris Sacca's True Unfiltered Opinion on Facebook and Softbank | Full Interview · 20VC with Harry Stebbings
What-if
Sacca: Uber's IPO would have gone differently without SoftBank's DoorDash funding
“Uber's IPO would have gone very differently if they hadn't funded DoorDash.”
Chris Sacca Oct 11, 2021 ▶ 1:08:46 20VC: Chris Sacca on Coming Out of Retirement To Unf**k The Planet with Lowercarbon, How Chris Evaluates His Relationship To Money Today, Why We Have Bred a Generation of Ass**** Kids, Do VCs Provide Any Real Value and The True Unfiltered Opinion on Faceb
Opinion
Rabois: Copying Uber's distributed local market team model is a bad idea
“Second, and related to that, we built insanely dumb idea of building like a distributed team, like in local markets, which is the bad idea taken from Uber was never a good idea in the first place. It might have even been a bad idea for Uber, but it was a bad i…”
Keith Rabois Sep 30, 2021 ▶ 20:12 20VC: The Opendoor Memo: Keith Rabois on The Origins of Opendoor from a Conversation with Peter Thiel, Why Cash is Not a Competitive Moat for Startups Today and What People Misunderstand About Black Swan Events in Real Estate and How it Impacts Opendoor
Opinion
Cyan Banister: Lyft benefited from Uber doing the regulatory fist-fighting
“So Lyft has benefited from Uber, and Uber definitely helped pave the way for Lyft to exist. So Lyft had the luxury, if you will, of being the nice company with the pink colors and the fist bumping. So does that make them a better company? No. It was a duopoly,…”
Cyan Banister Oct 19, 2020 ▶ 17:19 20VC: Cyan Banister on Her Relationship To Money, Risk, Her Investment Decision-Making Process, Why We Will See A Reckoning in the Early Stage Market, Her Biggest Takeaways from HQ Trivia & The Future of Silicon Valley
Opinion
Cuban: The same qualities built Uber and got Travis Kalanick ousted
“So on one hand, those qualities for Travis are what built Uber. On the other hand, those qualities for Travis are what got him kicked out of Uber.”
Mark Cuban May 4, 2020 ▶ 27:28 20VC: Mark Cuban on His Relationship To Wealth and Risk, Why Coming Out of The Pandemic Will Be The Best Time In The History of Mankind To Start A Business & Why Silicon Valley Investors Are Like Old Hollywood
Disclosure
Cuban passed on Uber's seed round after negotiating valuation with Travis Kalanick
“And so I negotiated on valuation because I knew it was a great idea. I just didn't realize how big it would be going back to some of the earlier questions. You asked me, and so I said, here's what I would do, and he never came back to me, which pissed me off, …”
Mark Cuban May 4, 2020 ▶ 27:09 20VC: Mark Cuban on His Relationship To Wealth and Risk, Why Coming Out of The Pandemic Will Be The Best Time In The History of Mankind To Start A Business & Why Silicon Valley Investors Are Like Old Hollywood
Insight
Vlad Magdalin: Contractual board control is an illusion as startups scale
“The more a company scales, all that stuff gets away from you anyway, even if on paper you own more of the company. I mean, you see the stuff that we work, you see like Travis having to leave Uber. Even though they technically legally had control, like what rea…”
Vlad Magdalin Nov 1, 2019 ▶ 29:00 20VC: Webflow's Vlad Magdalin on The Journey To Breakeven and Raising A Monster $72m Series A, The Single Most Important Question To Ask When Determining Which Investor To Select & The Challenges of Founders Angel Investing
Insight
Polovets: Overpaying across a seed portfolio cuts overall fund returns in half
“I do believe price is important. I think everybody talks about if you invest in Uber, then the seed price doesn't matter. And I think if you invest in Uber, that's true. The seed price doesn't matter. But I think the challenge is that most investors think most…”
Leo Polovets Nov 12, 2018 ▶ 24:03 20VC: Why Warm Intros Are Mostly Dumb, Why Ownership is Built On First Check and 4 Crucial Elements To Make Cold Inbound Attractive with Leo Polovets, General Partner @ Susa Ventures
Opinion
Phin Barnes: Entry Price Matters Even in Outlier Investments Like Uber
“The basic math is even if you invest in Uber at a five million dollar post versus a fifteen million dollar post, the return that you generate is three X, like the basic math still holds. And so while it's an Epic investment, if you invested in a fifteen millio…”
Phin Barnes Oct 15, 2018 ▶ 19:45 20VC: First Round's Phin Barnes on How The Best Founders Optimize for Learning Per Dollar Spent, What Makes A Truly Special Founder/VC Relationship and Why Pattern Recognition is Another Term For Intellectual Laziness
Assertion Not checkable as stated
Uber and Lyft have low user barriers to exit during surge pricing
“Now play the same thing on Uber and Lyft. I find the barrier to exit for the user on Uber or Lyft to be really low because I'm not the one choosing the driver. So if I'm on Uber today, and if the prices are surging, I'm going to check lift automatically, and a…”
Anu Hariharan Mar 5, 2018 ▶ 14:32 20VC: Why, How and When To Think About Growth Teams, The Right Way To Think About Network Effects & Scaling from Phase 1 To Phase 2 of Startup Life with Anu Hariharan, Partner @ YC Continuity Fund
Insight
Waxman: Analytical TAM models systematically miss startups that fundamentally change markets
“And I just think if you study the market, like any way you analytically go at that market, when you see an Uber kind of pitch, you're going to miss it if what the company does is change the market.”
David Waxman Nov 29, 2017 ▶ 8:06 20VC: Why Convertible Notes Are Ridiculous, Why Party Rounds Are Bad For Both Founder and Investor & Why Pro-Rata Rights Are A Mess with David Waxman, Founding Partner @ TenOneTen Ventures
Assertion Not checkable as stated
Waxman: No early Uber investor imagined it growing beyond black car industry
“I doubt that if you went back, and maybe some are revising history, I don't know, but I doubt if you went back to any of the investors who looked at Uber, I doubt any of them imagined that it could be bigger than the black car industry. And maybe a few imagine…”
David Waxman Nov 29, 2017 ▶ 7:43 20VC: Why Convertible Notes Are Ridiculous, Why Party Rounds Are Bad For Both Founder and Investor & Why Pro-Rata Rights Are A Mess with David Waxman, Founding Partner @ TenOneTen Ventures
Opinion
Tim Harris: Uber is a business model innovation, not a tech company
“So the venture capitalists have been investing in mostly business model innovations as a distinction from technology innovations, and those are things like, when you think about it, Uber isn't really a tech company, right? They build a, an app, so they use tec…”
Tim Harris Sep 1, 2017 ▶ 3:45 20VC: What Is The Big Lie To Silicon Valley, Why Silicon Valley Is No Longer Optimised For Deep Tech Investing & Why AI Will Lead To More Business Model Innovation Than Technology Innovation with Tim Harris, Founder & CEO @ Swift Navigation
Assertion Partly supported
Uber, Airbnb, and Twitter Could Be Profitable by Cutting Spend 10%
“Today, Uber or Airbnb want to be profitable, or Twitter wants to be massively profitable. If they were to cut their spending 10, 20%, all of a sudden those companies look massively profitable. The only reason they're losing money is because they've chosen to c…”
Jason Calacanis Aug 14, 2017 ▶ 11:47 20VC: Jason Calacanis on The 4 Questions Investors Must Ask Founders, Whether YC Have Scaled Their Process Successfully & Why Early Founder Liquidity Is Good Not Bad
Insight
Sean Rad says top tech companies begin as passion projects, not missions
“Evan Spiegel in, in starting Snapchat or Uber and Twitter and all these companies that tend to have an impact on society. Or Facebook, they start out as little passion projects. They don't start out as missions to kind of change the world.”
Sean Rad May 26, 2017 ▶ 8:03 20VC: Tinder's Sean Rad on Why Humility Is The Key Trait For Founders To Have, Why Today's Incumbents Are Stronger Than Any Before Them & How Leaders Need To Scale With The Scaling Of Their Company
Insight
Breinlinger: On-demand 'Uber for locksmiths' models are terrible marketplace ideas
“Where people run into mistakes is where they might try to do the Uber for locksmiths. To me, that's just a terrible market because you just don't use locksmiths very often.”
Josh Breinlinger Apr 5, 2017 ▶ 14:41 20VC: Why Spray & Pray Investing Is Wrong, Why Data-Informed VC Beats Data Driven VC & What To Look For When Investing In A Marketplace with Josh Breinlinger, Managing Director @ Jackson Square Ventures
Prediction Not checkable as stated
Srinivasan predicts Uber and Airbnb will become multi-hundred billion dollar companies
“I think it's quite possible that those become multi-hundred billion dollar companies.”
Balaji Srinivasan Nov 25, 2016 ▶ 9:43 20VC: a16z's Balaji Srinivasan on Why There Is A Financial Incentive For Truth In VC & Why The Best VCs Invest In Founder To Make Them Richer Than Themselves
Assertion Not checkable as stated
Srinivasan: Uber and Airbnb have created one trillion dollars in societal value
“The rest of it is probably on the order of a trillion dollars in value that's being created if you were to compare it to what happened before.”
Balaji Srinivasan Nov 25, 2016 ▶ 12:31 20VC: a16z's Balaji Srinivasan on Why There Is A Financial Incentive For Truth In VC & Why The Best VCs Invest In Founder To Make Them Richer Than Themselves
Insight
Cohen: Hot startup deals often turn out to fail
“But you know, it turns out that the hot deal, something I've learned is, is often the one that doesn't work. And when you see Uber for the first time, or you see, you know, a company that ultimately didn't do well, you're just as excited about both of them.”
David Cohen Jun 27, 2016 ▶ 9:28 20VC: Techstars Founder, David Cohen on Scaling Techstars Ventures and Investing In Uber, Twilio and Sendgrid
Disclosure
First Round will not declare Uber a win until cash is returned
“I mean, my ultimate goal is to, you know, take money from my investors and invest it in companies and return multiples on that one. I haven't done that. Right. And so until that happens, I don't think I don't even call it a success right now. Come on. It's a m…”
Rob Hayes Mar 21, 2016 ▶ 12:47 Uber's First Investor, First Round Capital's Rob Hayes on How The Deal Of The Decade Originated and Why Product Orientated VC Is The Future
Assertion Not checkable as stated
No seed investor predicted Uber's ultimate scale except its founders
“Anybody that says that they did, other than, you know, Travis and Ryan, who actually did kind of have that vision early on would be lying to you.”
Rob Hayes Mar 21, 2016 ▶ 6:44 Uber's First Investor, First Round Capital's Rob Hayes on How The Deal Of The Decade Originated and Why Product Orientated VC Is The Future
Assertion Partly supported
De Masi: Uber and Airbnb are burning massive cash defending network effects
“Other than Uber and Airbnb, I can't think of you with the same sort of network effects. And you can see how much money it's taking them to defend that. I mean, even the private company info that's leaked there is they're all hosing through cash.”
Niccolo De Masi Mar 11, 2016 ▶ 16:12 20VC: Niccolo De Masi on The Bursting Of The Tech Bubble and What It Takes To Be A Celebrity Partner with Glu Mobile
Prediction Not checkable as stated
Tim Draper: Bitcoin and blockchain will disrupt venture capital like Uber
“All of these things, Bitcoin, the blockchain, there are going to be new technologies applied to venture capital just the way file sharing was applied to the music industry, or Uber was applied to the taxi industry. I think venture capital is going to be change…”
Tim Draper Feb 22, 2016 ▶ 5:45 20VC: Tim Draper on Investing In Tesla, The Best Pitch He Has Ever Seen & The Evolution of Venture and Startups
Prediction Not checkable as stated
West Coast tech hubs in NYC risk stifling local giants
“All the big companies from the West Coast have set up product offices here over the past five years, and I think that that might on one hand prevent the emergence of a standalone New York A monster, but it also brings more talent here, and so you've seen what …”
David Tisch Jan 11, 2016 ▶ 6:53 20 VC: David Tisch @ Box Group on The Future of Consumer Mobile, Developing Pattern Recognition and FOMO
What-if
Following on in every Uber round wouldn't double Founder Collective's returns
“If we had invested in every single round we still wouldn't, I don't think, come close to doubling what our current value is.”
Eric Paley Nov 18, 2015 ▶ 18:05 20 VC 089: Eric Paley @ Founder Collective on Outliers, Inspirational Founders and Pro Rata
Opinion
Ver Ploeg: Uber's growth mirrors early Google, justifying its valuation
“You know, I haven't seen their financials, but, you know, I've talked to their investors who have, and, you know, they say things like, you know, it's financials are like the early days of Google, that, you know, it really is growing that Stratospherically, an…”
Eric Ver Ploeg Sep 9, 2015 ▶ 13:05 20 VC 070: Do Investors in California Outperform The Rest of The World with Eric ver Ploeg @ Recursive Capital
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