why aren't all 29 resolved? a statement only gets an assessment when the public
record can support or contradict it. opinions and what-ifs never can, and 0 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
O'Driscoll: Anthropic reports gross AWS revenue; OpenAI reports net Microsoft revenue
“There was this kind of whole meme of OpenAI reports net on their partner revenue and Entropic reports gross. And what they're saying there is if OpenAI sells through Microsoft and Microsoft takes some money off the top, OpenAI only reports the net amount. If A…”
Rory O’Driscoll Apr 2, 2026 ▶ 30:31 OpenAI Kills Sora & Hits $100M ARR on Ads | Oura Going Public & Whoop Raises at $10BN · 20VC with Harry Stebbings
Assertion Supported
Cahn: Microsoft walked away from two data centers in early 2025
“Microsoft walked away from two data centers and it sent a message to the market like, hey, we're not stepping up.”
Prediction Held up
Kant: Poolside, OpenAI, and Anthropic will rival Big Tech in AI
“What I would like to see and what I think is going to happen is that it's not just Google, Amazon, and Microsoft. It's going to be, you know, an open eye, an anthropic, a poolside, and a set of companies who are able to get that massive escape velocity needed …”
Prediction Held up
Rory O'Driscoll: Microsoft compute spending will grow 30% next year
“Is Microsoft going to increase another 30% next year? Is Antropic going to invest in compute? And right now, all those answers to those questions are yes.”
Assertion Supported
O'Driscoll: Microsoft was the only investor to give OpenAI $1B in 2019
“No one else was writing open AI, a billion dollar check in 2019. Microsoft did, and they got that return.”
Assertion Supported
O'Driscoll: OpenAI finalizes restructuring deals with Microsoft and state regulators
“The big news today is OpenAI cut their deal. They cut their deal with Microsoft, and they cut their deal with the attorneys general, the plural of attorney general of Delaware and California, which means they have been able to implement their restructuring, wh…”
Assertion Supported
O'Driscoll: Microsoft Achieved a 10x Return on its $13B OpenAI Investment
“They put in thirteen million, thirteen billion dollars. They got a 10 X on their money as of today.”
Prediction Held up
O'Driscoll: OpenAI Will Buy Compute From Oracle If Cheaper Than Microsoft
“Do I think the Oracle will book a fair amount of cloud compute from OpenAI? Absolutely. Maybe not three hundred billion, but if he's willing to provide it at a lower price than Microsoft, my guess is those fine people at OpenAI will take it.”
Rory O’Driscoll Sep 18, 2025 ▶ 52:22 Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings
Assertion Supported
Quattrone: Salesforce submitted higher unsolicited bids during LinkedIn's exclusivity window with Microsoft
“So they went into like a 30 day exclusivity to try to get to definitive agreement. And during that period, Salesforce lobbed in Several offers that were higher. And that meant that towards the end of that period, we had to inform Microsoft, Hey, your deal is n…”
Assertion Supported
Quattrone: Microsoft and Salesforce submitted nearly identical bids at every stage for LinkedIn
“With LinkedIn, we had interest from several parties, but it really kind of came down to Microsoft and Salesforce. And I've never seen companies bid privately and come up with such close prices on every stage Like, 151 151 162 163. It was very, very close, and …”
Prediction Held up
Wunderlist will become Microsoft's core task layer and spread its startup culture
“Ah, so for me and Wunderlist, it is integrate deeply into, to Microsoft, be the layer that connects things in terms of tasks, things you need to get done, and continue to both learn from one of the largest, most important technology organizations ever, but als…”
Prediction Held up
Mignano: Incumbent tech companies will constrain employee token spend budgets
“There's too many employees at a Salesforce or I don't know, a Microsoft such that every employee can just have an unlimited token spend budget. So I think we're going to see a lot of those companies start to constrain their spends.”
Assertion Supported
Green: Apple spends far less on AI CapEx than tech peers
“And, you know, like Apple's spending very little right now, you know, and those other three or four companies are spending insane amounts of money.”
Prediction Held up
Lemkin: OpenAI and Microsoft will settle antitrust tensions privately
“I don't think Microsoft wants to be sued by any trust. So I think it's going to get worked out.”
Assertion Supported
Stebbings: Microsoft generates $350 million in cash daily
“Microsoft is throwing off three hundred and fifty million in cash a day.”
Prediction Held up
Howie Liu: Microsoft Copilot Will Drive Significant ARPU Growth Across Office
“When you think about like Microsoft's co-pilot offering, it's going to add significant ARPU to every single seat of office, which is a massive install base, right?”
Assertion Supported
Partovi: Microsoft earnings grew fantastically under Steve Ballmer's CEO tenure
“The Steve years were not great for Microsoft's stock price. They were fantastic for Microsoft's earnings and earnings growth.”
Assertion Supported
Microsoft offered Tellme Networks an acquisition term sheet for $800M
“By the end of the weekend, three days later, I had a term sheet for seven hundred sixty million dollars. Plus the cash and imbalances. So just about eight hundred million dollars.”
Assertion Supported
Microsoft is aggressively gaining market share in enterprise public cloud
“They are several years into this transition and as Microsoft generally does, they're doing a great job of being a fast follower. And are very aggressively gaining share and making strides on the enterprise segment of public cloud specifically.”
Assertion Supported
Microsoft bought Nuance for $20B+ and competed with Abridge
“And the first big competitor for us was Microsoft. They had bought a company called Nuance for 20 some billion some years ago, and they had a product in our category and we still compete with them in the marketplace.”
Assertion Supported
O'Driscoll: Microsoft's capital expenditure has reached 25% of its revenue
“Microsoft CapEx as a percentage of revenue has crept up to 25%.”
Assertion Supported
Lemkin: Microsoft Laid Off 3% of Its Workforce
“Microsoft laid off three percent of their company today.”
Assertion Supported
Wood: FAANGs, Microsoft, and Nvidia made up nearly 50% of Nasdaq 100 in 2021
“Last year the market reached all-time highs in twenty-twenty-one as we were selling off, and it was the Fangs, it was Microsoft, it was Nvidia, and those, if you look at the Nasdaq 100, account for, account ed at that time, for nearly 50% of that index”
Assertion Supported
Quarles: OpenTable Ran on an Old Microsoft On-Premises Database
“When I got into the company, we were at a point at which the software that we had inside the restaurant was an old Microsoft on-prem distributed database, like not in the cloud.”
Assertion Supported
Hartz: Microsoft and Amazon both IPO'd at $500M valuations
“If you look back at Microsoft in the 19 eighties or Amazon in the 19 nineties, one would maybe not recall that they went public at a five hundred million dollar valuation each”
Assertion Supported
Microsoft acquired calendar app Sunrise.am for $100 million
“Sunrise.am, which was recently acquired for a hundred million by Microsoft.”
Assertion Supported
Buchheit: Microsoft's first product targeted only a few thousand potential customers
“Microsoft's first product was Altair Basic, which was a little basic interpreter for, or compiler for this computer called the Altair that had probably several hundred or maybe thousand possible customers.”
Assertion Supported
Ver Ploeg: Microsoft went public at a sub-$1B market cap
“I mean, people like to talk about how when Microsoft went public, it was a sub one billion dollar market cap company.”
Assertion Supported
Microsoft Acquired Accompli for $200 Million in 2014
“Prior to Microsoft, Javier co-founded Accompli, the mobile personal information manager acquired by Microsoft for two hundred million dollars in 2014.”