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why aren't all 58 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 2 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

Prediction Not checkable as stated
Kaz Nejatian: Opendoor will be the most aggressive in-office public tech company
“Opendoor will be the most aggressive in-office public tech company.”
Kaz Nejatian Sep 18, 2025 ▶ 24:27 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Prediction Held up
Nejatian: Opendoor will not remain a solely asset-heavy company
“We will not choose to stay in a solely asset heavy world.”
Kaz Nejatian Sep 18, 2025 ▶ 16:37 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2025
Lemkin Bets Opendoor Stock Will Hit $24 by Year-End
“I'm going 20, I'm going 24. I don't know what the bet is exactly, but I got 24.”
Jason Lemkin Sep 18, 2025 ▶ 1:24:11 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Assertion Not checkable as stated
Nejatian: AI has solved automated home pricing without physical inspections
“I think three years ago, this was an incredibly difficult problem that required human beings to visit homes and look around and look at the shape of the cart. Like, that's the real thing. If you're one side of the street that has a slope, the other side doesn'…”
Kaz Nejatian Sep 18, 2025 ▶ 12:31 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Prediction Not checkable as stated
Nejatian: Opendoor customers will eventually be able to return purchased homes
“We will get to a point where you will buy a home from Opendoor, and if you don't like it, you'll be able to return.”
Kaz Nejatian Sep 18, 2025 ▶ 0:22 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Opinion
O'Driscoll: Opendoor Cannot Build Massive Enterprise Value Long-Term
“I'm just going to say, I think it's a brutally hard business and over the next Three to five years. You want to believe in that vision of being able to help people in the most important financial decision of their lives. I just think it's an extraordinarily ha…”
Rory O'Driscoll Sep 18, 2025 ▶ 1:24:37 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Assertion Not checkable as stated
Rabois: Opendoor still executes its pricing model incorrectly eight years later
“The one that I still make fun of JD about is how we did our pricing model, which we still basically don't do correctly. You know, eight years later, we'll eventually fix this, but there's a lot of debate about whether we should have consumers name their own pr…”
Keith Rabois Sep 30, 2021 ▶ 16:20 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
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
Assertion Not checkable as stated
Rabois: 83% of US homes are commodities, not unique assets
“And in truth, most homes, when I say most, I mean, 83% of homes in the United States are more like a commodity.”
Keith Rabois Sep 30, 2021 ▶ 8:37 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
Disclosure
Rabois: Opendoor pursued a SPAC under the misconception it was faster
“The real reason for choosing to go down the SPAC model was I wanted us to be a public company as fast as humanly possible. I had some reasons to believe we could do it a little bit more rapidly through a SPAC. The truth is that's not really true, but it was ea…”
Keith Rabois Sep 30, 2021 ▶ 27:10 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
Insight
Rabois: Opendoor performs better in depreciating real estate markets
“I've always had the hypothesis that, in fact, Opendoor would do better in a bad real estate market, a down market, a depreciating market, than an appreciating market. If you think about it, we basically provide liquidity. Typically, people who want liquidity c…”
Keith Rabois Sep 30, 2021 ▶ 17:13 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
Prediction Open · timeframe Sep 2028
Nejatian: Opendoor will launch a long-term ecosystem of free and paid real estate products
“We will create a network for buyers and sellers, homeowners, home buyers, and home sellers, where they will have a long-term relationship with us over a series of products we will launch. Some of them will be free, just because they're good. Some of them will …”
Kaz Nejatian Sep 18, 2025 ▶ 14:17 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Disclosure
Nejatian: Opendoor executives are compensated solely in stock options
“We only get paid in options.”
Kaz Nejatian Sep 18, 2025 ▶ 0:33 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Assertion Supported
Lemkin: Kaz Nejatian left over $270M behind at Shopify to join Opendoor
“You know, leaving two hundred million behind at Shopify and another 70 something million in grants and what he might still get, you could only do that if you're post-economic, right?”
Jason Lemkin Sep 18, 2025 ▶ 53:13 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Opinion
O'Driscoll: Pricing houses is harder than cars because margins lie in local nuance
“It's easier to price a car than a house, right? The nuance you have to get right I would wonder, prove me wrong. You can get within seven, eight, nine percent pretty accurately on comps, but it's the little shit that when you walk around the house, oh, they ha…”
Rory O'Driscoll Sep 18, 2025 ▶ 11:53 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Insight
Tolkin: Failed hires are almost always the company's fault
“So I believe that poor hiring decisions are almost, are never just the person, never just the responsibility of the person being hired, the new person who it didn't work out with. It's almost always the company or the hiring person's fault, right?”
Brian Tolkin Feb 7, 2025 ▶ 32:40 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Insight
Tolkin: Talking to ten customers provides as much data as 150 quantitative points
“Talking to users is data. Like that is real. If you talk to 10 customers and they tell you something that is just as much data as I looked at a 150 data points and, you know, here was the insight.”
Brian Tolkin Feb 7, 2025 ▶ 26:52 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Disclosure
Rabois: Opendoor required a $10M seed round to prove unit economics
“We raised 10 of the seed for Opendoor. That was actually the correct dose. Buying homes, you really can't prove that you can buy cohorts of homes accurately, like priced accurately and resold properly in less, for less than about ten million.”
Keith Rabois Jan 12, 2024 ▶ 26:05 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Assertion Not publicly verifiable
Batchu: Opendoor's listed-home bidding experiment failed due to adverse selection
“These homes, you know, we did this program for a few months, and we learned that they were tremendously unprofitable for Opendoor because of the adverse selection element and we had to shut down the program.”
Sri Batchu Jul 26, 2023 ▶ 15:58 Sri Batchu: Biggest Growth Lesson from Instacart & Opendoor; 70% of Experiments Should Fail | E1040 · 20VC with Harry Stebbings
Assertion Partly supported
Batchu: Opendoor was consistently profitable on every cohort of home purchases
“Our overall goal was to be, and we were consistently profitable on every cohort of homes that we were buying, so our goal was, even if they were, you know, outstripping us in volume, we would be able to survive for a long period of time because our, we were un…”
Sri Batchu Jul 26, 2023 ▶ 3:54 Sri Batchu: Biggest Growth Lesson from Instacart & Opendoor; 70% of Experiments Should Fail | E1040 · 20VC with Harry Stebbings
Insight
DeWahl: Frontline staff, not managers, must create and own operational checklists
“The person doing the checking should be responsible for the creation and the ownership of the checklist. Nobody wants a checklist if it's not actually useful. This is not one of those things where the manager writes it and hands it down to the team. In fact, I…”
Julia DeWahl Jul 3, 2020 ▶ 17:49 20VC: Biggest Lessons From Opendoor's Scaling Journey, How To Implement Systems for Growth & The Right Way To Structure Customer Discovery Processes with Julia DeWahl, Angel Investor
Disclosure
Rabois prefers backing startups at the pitch deck stage
“I decided to invest based upon a keynote deck, really, that these guys were going to reinvent healthcare, which sounds like ridiculous, but I like to invest in keynote decks, like Opendoor reinvested when it was just a keynote deck and a team, Ever Album, whic…”
Keith Rabois May 15, 2017 ▶ 28:50 20VC: Khosla's Keith Rabois on How To Create Sustainability Behind Growth, How To Assess The Potential Of Individuals & Teams & The Biggest Takeaways from LinkedIn, Paypal & Square
Assertion Contradicted
O'Driscoll: Planet Labs, Bloom, Opendoor, Oklo, and Seagate topped 2025 tech stocks
“Literally if you rank every stock in the U S and vaguely defined as tech and don't put a market cap filter, you know, a very small one cut out to on and below planet labs, bloom energy, open door, Oclo and Seagate top five performing stocks this year.”
Rory O'Driscoll Dec 22, 2025 ▶ 36:51 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Assertion Contradicted
Kaz Nejatian: Opendoor once held over 10% share in many markets
“Opendoor was above 10% in many markets it was selling homes in a couple years ago.”
Kaz Nejatian Sep 18, 2025 ▶ 6:01 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Insight
Tolkin: PM interview tests should measure clarity of thought over tactics
“And I think the Important part here is it can't be so narrowly scoped because the tactics of the job you can learn, how to run a sprint, how to do prioritization, like that, that stuff you can learn. That's not what the test is. The test is the clarity of thou…”
Brian Tolkin Feb 7, 2025 ▶ 34:23 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Disclosure
Tolkin: Opendoor is shifting its multi-product focus to seller capabilities
“We had a bunch of initiatives over the year, building a retail buyer business, building a mortgage business. And I think we could have been better about focusing on what are our core strengths and how do we not be in sort of that new customer set, new capabili…”
Brian Tolkin Feb 7, 2025 ▶ 16:45 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Insight
Tolkin: Judge major product redesigns on weeks five through eight of data
“We're going to look at all the data, but we're not going to make a decision in the first two weeks. We have to have the fortitude, the guts, the gumption to say, we might see patterns in the behavior where behavior is slowly changing over time. And so we actua…”
Brian Tolkin Feb 7, 2025 ▶ 25:53 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Insight
Tolkin: A PM's background dictates how they define product success
“In a pithy way, someone that opened door where we're closely with had this phrase, which is you hire your strategy. Right. And so the person you pick to play that role will dictate how that person defines, you know, the success of that product.”
Brian Tolkin Feb 7, 2025 ▶ 31:15 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Insight
Tolkin: Shipping low-quality MVPs produces false negative product signals
“I don't think you can throw out crap, right? Because the risk is then you have like a negative signal where actually your execution was just bad, right? And that's the reason it didn't work.”
Brian Tolkin Feb 7, 2025 ▶ 24:20 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Janie Lee: Mispricing One Home Erased Profits of 20-40 Opendoor Homes
“One mispriced tone could wipe out the profit of 20 or 40 homes.”
Janie Lee Jun 14, 2024 ▶ 3:03 Janie Lee: Three Core Skills that Make the Best PMs | E1165 · 20VC with Harry Stebbings
Insight
Lee: Exec product reviews should not try to answer every question
“Questions are cheap, answers are expensive, and the exec review should not try to get through all questions.”
Janie Lee Jun 14, 2024 ▶ 56:42 Janie Lee: Three Core Skills that Make the Best PMs | E1165 · 20VC with Harry Stebbings
Insight
Janie Lee: Low-Margin PM Roles Provide Best Business Acumen Training
“I think being a PM at a low margin business is one of the best things you can do. To grow your business acumen.”
Janie Lee Jun 14, 2024 ▶ 2:46 Janie Lee: Three Core Skills that Make the Best PMs | E1165 · 20VC with Harry Stebbings
Assertion Supported
Batchu: Opendoor never price-matched or negotiated with home sellers
“We never did a price match and we never negotiated on price with sellers of homes.”
Sri Batchu Jul 26, 2023 ▶ 3:17 Sri Batchu: Biggest Growth Lesson from Instacart & Opendoor; 70% of Experiments Should Fail | E1040 · 20VC with Harry Stebbings
Assertion Supported
Rabois: VC investments take 10 to 20 years to reach profitability
“Actually some have, you know, like I'm sure Opendoor actually is profitable, a firm will be profitable, but usually it's a 10 to 15, 20 year journey by the time that happens.”
Keith Rabois May 30, 2022 ▶ 3:16 Keith Rabois: The End of Woke Capitalism; Time Allocation Tips; Silicon Valley vs Miami | 20VC #891 · 20VC with Harry Stebbings
Disclosure
Thiel offered $5M in 2003 to fund Opendoor's predecessor
“Peter was willing to fund the company with about five million dollars, but fundamentally, to buy enough homes and prove that you could accurately price the homes, five million was at the very low end of what would be feasibly, statistically, to prove that we c…”
Keith Rabois Sep 30, 2021 ▶ 5:16 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
Prediction Held up
Rabois: Opendoor will cover all US markets except possibly Bay Area
“So literally everywhere in the United States are going to be able to, you know, buy and sell homes through Opendoor except maybe the Bay Area.”
Keith Rabois Sep 30, 2021 ▶ 26:13 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
Insight
Rabois: Debt capital is the operational oxygen for Affirm and Opendoor
“In addition, we do use debt and debt is the oxygen for businesses like Affirm. It's the oxygen for companies like Opendoor.”
Keith Rabois Sep 30, 2021 ▶ 5:57 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
Assertion Supported
YouTube and PayPal founders helped build Opendoor's 2003 predecessor
“The logo for Home Run was designed by Chad Hurley as a side project. I got a decent part of the website was coded by Max Levchin.”
Keith Rabois Sep 30, 2021 ▶ 6:30 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
Insight
Startups should ignore secondary problems because scaling unlocks resources
“The nature of startups is that if they start working, you unlock resources and talent, and so, so many problems that seem hard today get easier over time, and I think Opendoor was kind of ruthlessly focused on solving the most important problems at the time, k…”
Spike Lipkin Oct 16, 2020 ▶ 4:57 20VC: How To Determine The Risks To Take vs To Pass On, Should Founders Meet Investors When Not Raising & The Most Important Non-Obvious Role of the CEO with Spike Lipkin, Founder & CEO @ Newfront Insurance
Insight
DeWahl: Tasks on operational checklists must have exactly one accountable owner
“Absolutely not. You need to have one person accountable.”
Julia DeWahl Jul 3, 2020 ▶ 18:27 20VC: Biggest Lessons From Opendoor's Scaling Journey, How To Implement Systems for Growth & The Right Way To Structure Customer Discovery Processes with Julia DeWahl, Angel Investor
Assertion Not checkable as stated
Fontana: AngelList discovered Uber and Opendoor before other investors
“And at AngelList, we found companies like Ubers, Imogen, and Opendoor before anyone else, or before many others.”
Ash Fontana Nov 18, 2019 ▶ 6:02 20VC: Ash Fontana on The 5 Core Characteristics That Make Data Valuable, What VCs Can Learn From Italian Craftsmen and Howard Marks & The Importance of Vertical Integration In Scaling Today
Disclosure
Housenbold: SoftBank has done multiple follow-on rounds in DoorDash, Compass, Opendoor
“In my portfolio alone, We've already done follow-ons or multiple follow-ons into companies like DoorDash, Compass, Katerra, Opendoor, as some examples”
Jeff Housenbold May 20, 2019 ▶ 19:08 20VC: Softbank Managing Partner, Jeff Housenbold on How Softbank Approach Portfolio Construction, Their Optimal Investment Decision-Making Process and What Excites Softbank Most In Opportunities Today
Opinion
Opendoor's value proposition targets Middle America, not San Francisco or New York
“With Opendoor, this is really a middle America play. This is not a play that necessarily resonates in markets where there's a lot of liquidity in residential real estate like San Francisco, Bay Area, and New York, where there also are a lot of VCs.”
Glenn Solomon May 29, 2018 ▶ 22:45 20VC: Lessons From Slack and Opendoor on Price Sensitivity, Why The Best CEOs Are Able To Manage Momentum and Why Being A Board Member is a "Full Contact Sport" with Glenn Solomon, Managing Partner @ GGV Capital
Assertion Not checkable as stated
Nejatian: Personally audited every Opendoor invoice from the past 12 months
“Like, I, one of the first things I did was I got the board member, and I went through literally every invoice the company had paid for the last 12 months. Like actually every single one of them. Like I've reviewed like every line item.”
Kaz Nejatian Sep 18, 2025 ▶ 21:42 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Disclosure
Kaz Nejatian: Bought Opendoor stock at higher price than current valuation
“In fact, I did buy at a higher price than the current price.”
Kaz Nejatian Sep 18, 2025 ▶ 6:39 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Disclosure
Tolkin: Opendoor includes product ops in core product team structure
“At Opendoor, and I think this is true at a lot of operationally intense companies we actually consider sort of the classic triumvirate of end product and design and product ops and design, because it's so difficult to divorce your digital product from, you kno…”
Brian Tolkin Feb 7, 2025 ▶ 38:42 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Assertion Supported
Brian Tolkin: Opendoor's variations of a mortgage product failed
“Opendoor's had different variations of, you know, a mortgage product that, that didn't succeed.”
Brian Tolkin Feb 7, 2025 ▶ 20:59 Brian Tolkin, Head of Product @Opendoor: How to Hire the Best Product Teams | E1257 · 20VC with Harry Stebbings
Assertion Supported
Sri Batchu: Instacart was more complex than Opendoor as a four-sided marketplace
“Instacart was in some ways an even more complicated business than Opendoor because it's a four sided marketplace. We have shoppers, we have buyers, we have advertisers, and we have the retailers that are on the platform as well with various different incentive…”
Sri Batchu Jul 26, 2023 ▶ 4:23 Sri Batchu: Biggest Growth Lesson from Instacart & Opendoor; 70% of Experiments Should Fail | E1040 · 20VC with Harry Stebbings
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