The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 16 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 Open · timeframe Jul 2029
Calacanis: Major enterprise customers will abandon OpenAI and Anthropic for open-source
“And I'll make this prediction here, that you're going to see some of the major customers Of Anthropic and major customers of OpenAI. I'm talking about the eight and nine figure customers, people spending fifty million, a hundred million a year. They're leaving…”
Jason Calacanis Jul 30, 2026 ▶ 45:09 Chip Stocks Crash, $20B Fund Margin Called, Frontier Labs: SLOW DOWN AI, Mamdani's Grocery Stores
Assertion Supported
Sacks: Anthropic CPO resigned from Figma board days before rival launch
“Anthropic's chief product officer had actually even served on Figma's board and didn't resign until three days before the launch of Claude Design.”
David Sacks Jul 3, 2026 ▶ 6:10 AI Sovereignty Wars, Palantir-Nvidia Deal, SCOTUS Birthright Ruling, Newsom’s CA Budget Lie
Prediction Open · timeframe Dec 2026
Sacks predicts Figma will not build a competitor to Adobe Photoshop
“Figma has no interest in competing with Photoshop. They're not going to compete. They, they're much more interested in AI. They're much more interested in doing things like prompt to design to code. They're not interested in building, you know, a Photoshop com…”
David Sacks Dec 8, 2023 ▶ 1:16:31 E156: Ivy League antisemitism, macro, SaaS recovery, Gemini, Figma deal delay + big Friedberg update
Insight
Palihapitiya: AI copilots allow 50 engineers to match 500 engineers' output
“So even if you set out a team and said, just copy exactly what Figma has with a co-pilot. Enabling 50 engineers. That's like 500 engineers cranking on something. I would be surprised if they couldn't just replicate the product end to end.”
Chamath Palihapitiya May 26, 2023 ▶ 1:10:50 E130: DeSantis's Twitter Spaces, debt ceiling, Nvidia rips, state of VC, startup failure & more
Prediction Not checkable as stated
Sacks predicts Figma will reach $1.5B to $2B ARR within 3.5 years
“They're going to be, you know, at somewhere between one and a half and two billion of ARR.”
David Sacks Sep 17, 2022 ▶ 7:33 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Insight
Sacks: Five years of zero revenue does not mean startups are dead
“And for anyone who's doing a SAS company and you're in it five years and you still have zero revenue And like, that doesn't mean you're dead. I mean, they basically were a zero for five years. Absolutely nothing. And now it's a twenty billion dollar exit five …”
David Sacks Sep 17, 2022 ▶ 45:40 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Prediction Didn’t hold up
Chamath predicts Adobe's $20B acquisition of Figma will close
“If you asked me, if I was a betting man, I think this thing is going to close.”
Chamath Palihapitiya Sep 17, 2022 ▶ 31:55 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Prediction Not checkable as stated
Sacks: Regulatory delay on Adobe-Figma will chill Silicon Valley M&A
“The fact that regulators took 15 months to analyze the deal, only to come to the conclusion that they basically weren't going to allow it, and then Adobe finally killed it, is going to have a chilling effect on M&A in Silicon Valley. I mean, if acquirers and t…”
David Sacks Dec 23, 2023 ▶ 40:30 E158: Global trade disrupted, Adobe/Figma canceled, realtors sued, Trump blocked
Insight
Sacks: Acquisition promises of founder independence usually last two years
“When they promise the founder that you'll be left alone, that usually lasts two years. That's coincidentally, usually the length of the earn out or the golden handcuffs.”
David Sacks Sep 17, 2022 ▶ 38:22 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Assertion Supported
Calacanis cites Figma's S-1 metrics: $228M Q1 revenue, $1.5B cash, zero debt
“Figma filed their S one Q one revenues, two hundred and twenty eight million. You remember they were going to get bought by Adobe before, before it got stopped. And they have thirteen million monthly active users, a billion and a half in cash, no debt.”
Jason Calacanis Jul 4, 2025 ▶ 1:09:51 Big Beautiful Bill, Elon/Trump, Dollar Down Big, Harvard's Money Problems, Figma IPO
Assertion Supported
Friedberg: Figma generated $95M free cash flow in Q1 with 130% NRR
“They ran a 43% operating cash flow margin in Q-one. So in Q-one of this year, Figma generated ninety-five million dollars of free cash flow. They've got net revenue retention of like a 130%.”
David Friedberg Jul 4, 2025 ▶ 1:15:50 Big Beautiful Bill, Elon/Trump, Dollar Down Big, Harvard's Money Problems, Figma IPO
What-if
Sacks: Canceled Adobe-Figma merger would have been worth $30B
“And that, that Figma Adobe deal, it was a twenty billion dollar deal, but with the rise in Adobe stock, it's really a thirty billion dollar deal if it would have been consummated, because half the consideration was in Adobe stock, and that has basically double…”
David Sacks Dec 23, 2023 ▶ 45:12 E158: Global trade disrupted, Adobe/Figma canceled, realtors sued, Trump blocked
Assertion Contradicted
Calacanis: Adobe's Figma deal is the largest private company acquisition in history
“It's the largest private company purchase I believe in history.”
Jason Calacanis Sep 17, 2022 ▶ 1:21 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Insight
Sacks: Pricing is the core driver of go-to-market strategy
“You have to think of pricing as not an element by itself, but as sort of the most important element of a go to market strategy. And there's no way that you can basically reprice Figma completely as part of some other bundle and expect not to create massive dis…”
David Sacks Sep 17, 2022 ▶ 32:46 E96: Adobe acquires Figma for $20B, TPB SPAC, FedEx CEO's recession warning, macro picture & more
Assertion Partly supported
Calacanis: Figma CEO Dylan Field retains 75% voting power
“CEO Dylan field has 75% voting power.”
Jason Calacanis Jul 4, 2025 ▶ 1:10:05 Big Beautiful Bill, Elon/Trump, Dollar Down Big, Harvard's Money Problems, Figma IPO
Prediction Partly held up
Calacanis: Figma aims to raise $1.5 billion in its IPO
“Figma is going to try to raise 1.5 billion in their IPO.”
Jason Calacanis Jul 4, 2025 ▶ 1:10:17 Big Beautiful Bill, Elon/Trump, Dollar Down Big, Harvard's Money Problems, Figma IPO
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