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.

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why aren't all 39 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 4 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 Not checkable as stated
Collison: Stripe data shows remote work harms early-career employee productivity
“It is not good for early career people. We can actually measure it in our productivity data before the whole discussion about remote work happened during COVID, and it's bad from a work point of view.”
John Collison Feb 23, 2025 ▶ 10:29 Remote Work Under Fire: All-In Podcast Unpacks Jamie Dimon’s Leaked Rant!
Opinion
John Collison calls the public market corporate discipline argument 'hogwash'
“People generally make the argument that it is critical for discipline to be public and public companies run in a more disciplined fashion. And I think that's hogwash. Like if you need a 25 year old fidelity analyst asking you to double click on your capex, bla…”
John Collison Feb 22, 2025 ▶ 1:37:00 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Assertion Not checkable as stated
John Collison: Remote work hurts early-career productivity, according to Stripe data
“The thing that we have seen, and interestingly, we measured this before COVID, because we were doing a lot of remote hiring, and we wanted to see how much we should lean into it, is that it is not good for early career people. We can actually measure it in our…”
John Collison Feb 22, 2025 ▶ 30:54 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Assertion Not checkable as stated
Uytdehaage: Only Adyen and Stripe globally invest in fintech infrastructure
“Because I think we are the only two companies globally that are investing in technology, in financial technology.”
Ingo Uytdehaage Oct 10, 2024 ▶ 2:33 Ingo Uytdehaage, Adyen | All-In Summit 2024
Prediction Not checkable as stated
Palihapitiya: Stripe, Block, Advent PayPal acquisition would compete with Visa
“What is the only kind of baby that Advent and Stripe and Block could have together? And I think there's one, which is you are creating a competitor to Visa and MasterCard.”
Chamath Palihapitiya Jul 18, 2026 ▶ 22:42 Can the AI Industry Regulate Itself? Stripe Wants PayPal, China Catches Up, NY Bans Datacenters
Assertion Open · timeframe Feb 2028
John Collison: Stripe is profitable on a fully loaded GAAP net income basis
“We are profitable, yeah. And profitable on like a fully loaded gap net income basis, not like a community adjusted EBITDA stuff.”
John Collison Feb 22, 2025 ▶ 1:39:29 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Opinion
Chamath: Only Starlink and Stripe can reopen tech startup IPO markets
“There are only two companies that can structurally open the capital markets for all startups. One is SpaceX Starlink, but that's on its own path, and not going public soon. And the other is Stripe.”
Chamath Palihapitiya Oct 27, 2023 ▶ 44:13 E151: WW3 risk, War with Iran?, 4.9% GDP, startup failures growing, new Speaker & more
Opinion
Chamath: Stripe is worth $25B, a 50% markdown from its recent valuation
“And I think the answer is that Stripe at that fifty billion dollar round, fifty-five billion dollar round is worth twenty-five billion. So there's a 50% markdown right there.”
Chamath Palihapitiya Aug 18, 2023 ▶ 1:24:13 E142: "Rich Men North of Richmond" hits #1, upward mobility, real estate capital crunch, Trump RICO
What-if
Chamath: Stripe's most profitable move was going public in 2018-2019
“The most profitable thing they could have done from an enterprise value perspective would probably have been to go public in 2018, 2019.”
Chamath Palihapitiya Feb 24, 2023 ▶ 10:53 E117: Did Stripe miss its window? Plus: VC market update, AI comes for SaaS, Trump's savvy move
Prediction Didn’t hold up
David Friedberg predicts Stripe will execute the largest tech IPO in history
“And so Stripe's IPO could be the biggest tech IPO ever. I think they've been talking about doing a direct listing. By the way, I don't know the guys. I don't know the investors. I don't know the company. I'm not an investor. So I don't have any information wha…”
David Friedberg Dec 29, 2021 ▶ 20:44 E61: 2022 Predictions! Business, politics, science, tech, crypto, & more
Prediction Not checkable as stated
Friedberg predicts Shopify, Square, and Stripe will disrupt Apple and Amazon
“I think that over the next decade, because of exactly what you guys said, that Apple is run by managers who don't want to see loss, but aren't driven to gain, you're going to end up seeing Amazon in particular, and Apple likely as well, Lose to the likes of Sh…”
David Friedberg Jun 25, 2021 ▶ 1:12:24 E37: NYC rejects far-left candidates, new developments in lab leak theory, App Store breakup & more
Prediction Open · timeframe Apr 2024
Friedberg predicts Stripe will become the most valuable private company
“That's gonna be the most valuable, valuable company. That's private right now.”
David Friedberg Apr 23, 2021 ▶ 57:32 E30: Ramifications of Biden's proposed capital gains tax hike, founder psychology & more
What-if
Palihapitiya: Proposed PayPal buyout would have been blocked two years ago
“This is the exact reason why if this had happened two years ago, this would have been the antitrust equivalent of a colorectal exam. I mean, you would not even get one step close to doing this deal two years ago.”
Chamath Palihapitiya Jul 18, 2026 ▶ 36:56 Can the AI Industry Regulate Itself? Stripe Wants PayPal, China Catches Up, NY Bans Datacenters
Assertion Not checkable as stated
Dell: Stripe data shows 2025 startups growing 4x faster than 2018 cohort
“When you talk to the Collison brothers at Stripe, they'll tell you that the Rate of growth of the 20, 25 cohort companies is about four times faster than the 20 18 companies.”
Michael Dell Mar 17, 2026 ▶ 50:03 Two Legendary Founders: Travis Kalanick & Michael Dell Live from Austin, Texas
Prediction Open · timeframe Dec 2026
Calacanis: At least two major tech unicorns will file IPOs in 2026
“Anticipate one of the following two will file. SpaceX, Android, Stripe, Anthropic, and OpenAI. I think two of those file, and it is going to be gangbusters.”
Jason Calacanis Jan 10, 2026 ▶ 1:20:27 All-In's 2026 Predictions
Assertion Partly supported
Chamath: Top 100 AI startups reached $5M ARR in 24 months
“And what this is was from Stripe's report, which showed the time to get to five million of annualized revenue. And the average SAS company took 37 months. And by 20, 24, the top 100 AI companies got there in 24 months.”
Chamath Palihapitiya Mar 1, 2025 ▶ 23:23 Epstein Files Flop, State of the Market, Autonomous Robots, Trump's Gold Card, Friedberg on Jeopardy
Prediction Not checkable as stated
Calacanis: Stripe could generate $10B-$20B profit via stablecoins in 5 years
“I do think Stripe's main business could be, if we're sitting here in five years, Chamath, could be sitting on three hundred billion dollars and getting whatever it is, three, four or five percent on some coupon, right? They could be making 10, twenty billion d…”
Jason Calacanis Mar 1, 2025 ▶ 27:39 Epstein Files Flop, State of the Market, Autonomous Robots, Trump's Gold Card, Friedberg on Jeopardy
Disclosure
John Collison: Patrick and I will still be running Stripe in 10 to 20 years
“This is our life's work. You know, we're not going anywhere. We'll be very happily running Stripe in 10 years' time, in 20 years' time.”
John Collison Feb 22, 2025 ▶ 1:40:47 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Assertion Not checkable as stated
Patrick Collison: Stripe fraud metrics dropped 80% over past two years
“Various fraud metrics across the industry and the ecosystem are way up over the last couple of years. And Stripe's actually down by 80%”
Patrick Collison Feb 22, 2025 ▶ 20:15 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Prediction Not checkable as stated
Uytdehaage predicts public and private fintech valuation gaps will rationalize
“I think so. Ultimately, if we're both public you're going to compare the same numbers and it's a combination of growth rate and profitability.”
Ingo Uytdehaage Oct 10, 2024 ▶ 11:06 Ingo Uytdehaage, Adyen | All-In Summit 2024
Insight
Chamath: Payment processors like Stripe and Adyen fundamentally lack pricing power
“The thing to remember about all these businesses, Stripe, Adyen, PayPal, is that they're middlemen businesses, which by definition means that they don't have pricing power. They actually have to reflect the prevalent pricing power of the incumbent sponsors of …”
Chamath Palihapitiya Aug 18, 2023 ▶ 1:25:24 E142: "Rich Men North of Richmond" hits #1, upward mobility, real estate capital crunch, Trump RICO
Opinion
Palihapitiya: Stripe's valuation remains very rich compared to profitable peers
“The previous valuation was very expectation heavy. And the new valuation is definitely more in line, but still very rich relative to other companies who have large profitability and large growth rates.”
Chamath Palihapitiya Mar 3, 2023 ▶ 1:50:48 E118: AI FOMO frenzy, macro update, Fox vs Dominion, US vs China & more with Brad Gerstner
Assertion Partly supported
Chamath: Stripe increased headcount from ~2,000 to ~8,000 in two years
“This is the number of employees that Stripe has. It went crazy from a little over 2000 to almost 8000. So a four X of employees in two years.”
Chamath Palihapitiya Feb 24, 2023 ▶ 8:28 E117: Did Stripe miss its window? Plus: VC market update, AI comes for SaaS, Trump's savvy move
Assertion Partly supported
Calacanis: Stripe seeking $2.3B by Q1 2023 at $55B valuation
“According to a leaked pitch deck Stripe implied they needed 2.3 billion in capital by the end of Q on 2023. They're working with Goldman Sachs to raise a few billion at a fifty five billion dollar valuation. That's down 42% from the peak of ninety five billion…”
Jason Calacanis Feb 24, 2023 ▶ 2:57 E117: Did Stripe miss its window? Plus: VC market update, AI comes for SaaS, Trump's savvy move
Assertion Contradicted
Chamath claims Shopify pays Stripe approximately $350 million annually
“If you look inside the P and L of Shopify, an enormous line item now about three hundred and fifty million bucks a year is what they're paying to stripe.”
Chamath Palihapitiya Aug 6, 2021 ▶ 1:19:05 E43: Innovative venture strategies, Zymergen's implosion, Square acquires Afterpay & more
Prediction Not checkable as stated
Chamath: Fintech companies will eventually drive interchange costs to zero
“Well, I think more people do just because the technology companies that have come around, like, you know, stripe and others will eventually just try to take it to zero.”
Chamath Palihapitiya Feb 13, 2021 ▶ 38:25 E22: Robinhood CEO Vlad Tenev breaks down the GameStop situation
Assertion Supported
Sacks: Stripe processes $2T in annual volume, exceeding PayPal's $1.7T
“And I think they're doing about two trillion a year of annual transaction volume. I think PayPal is doing 1.7”
David Sacks Jul 18, 2026 ▶ 34:45 Can the AI Industry Regulate Itself? Stripe Wants PayPal, China Catches Up, NY Bans Datacenters
Prediction Open · timeframe Nov 2030
Calacanis predicts Stripe and Visa will launch their own stablecoins
“Stripe, Visa, everybody's gonna have their own stable coin.”
Jason Calacanis Nov 22, 2025 ▶ 23:03 Epstein Files Fallout, Nvidia Risks, Burry's Bad Bet, Google's Breakthrough, Tether's Boom
Assertion Supported
Sam Altman and Jason Calacanis sourced Stripe and Uber for Sequoia
“You helped us with the investment in Uber. Sam Altman was in that group as well. He helped with an investment in a little company called Stripe.”
Roelof Botha Oct 9, 2025 ▶ 2:51 Sequoia’s Roelof Botha: Why Venture Capital is Broken & How Great Companies Are Built
Prediction Not checkable as stated
Baker: Model Context Protocol will become the industry standard for LLMs
“I think it will become a standard, and it makes it really easy for an LLM, like Stripe can just integrate with MCP, and then any LLM that uses MCP can, you know, interact with Stripe.”
Gavin Baker Mar 29, 2025 ▶ 20:28 The AI Cold War, Signalgate, CoreWeave IPO, Tariff Endgames, El Salvador Deportations
Opinion
Collison: Remote work benefits tech companies by expanding their talent pool
“I think also working remotely has had a bunch of benefits where there's a way larger talent pool available to companies like Stripe.”
John Collison Feb 23, 2025 ▶ 1:57 Remote Work Under Fire: All-In Podcast Unpacks Jamie Dimon’s Leaked Rant!
Disclosure
Collison: Most Stripe employees work from offices in major cities
“I would say Stripe broadly, Is in a pretty similar spot to where it was beforehand, which is most people go into an office. Like most people are, you know part of our San Francisco office or New York or Dublin or Singapore or wherever. And then we have a bunch…”
John Collison Feb 23, 2025 ▶ 1:37 Remote Work Under Fire: All-In Podcast Unpacks Jamie Dimon’s Leaked Rant!
Assertion Supported
John Collison: Stripe processes over $1 trillion in annual transaction volume
“It's more than a trillion dollars a year.”
John Collison Feb 22, 2025 ▶ 5:36 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Assertion Not checkable as stated
John Collison: Stripe has previously seen 93% of processed credit cards
“When someone comes and buys something from a Stripe user, 93% of the time, we have seen that card before.”
John Collison Feb 22, 2025 ▶ 18:25 The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private
Prediction Held up
Chamath: Adyen and Stripe will process almost $2 trillion in volume
“Adyen and Stripe are gonna process two trillion dollars almost.”
Chamath Palihapitiya Apr 14, 2023 ▶ 37:23 E124: AutoGPT's massive potential and risk, AI regulation, Bob Lee/SF update
Assertion Supported
Calacanis: Substack creators retain Stripe accounts and subscribers upon leaving
“If you leave sub stack, you get to take your stripe account with you. You use your Stripe account. So now it's portable. You can go on Substack for a year, leave and keep all your subscribers.”
Jason Calacanis May 31, 2021 ▶ 1:02:42 E34: Wuhan lab leak theory, India's traceability law, Coinbase fact check, Big Tech takes Hollywood
Assertion Contradicted
Calacanis: Sequoia's $517M Stripe investment is worth $10B
“Sequoia Capital has invested five hundred seventeen million in Stripe. That's currently worth about ten billion.”
Jason Calacanis Jul 19, 2024 ▶ 1:00:29 Trump assassination attempt, Secret Service failure, Inside the RNC, VC liquidity problem
Assertion Supported
Calacanis details layoff percentages across Stripe, Opendoor, and Dapper Labs
“Stripe, 14% RIF, a thousand employees, Opendoor Chime, Dapper Labs, all hundreds of employees, Opendoor, the most significant, there are 550, 18%, Dapper, 22%”
Jason Calacanis Nov 5, 2022 ▶ 15:46 E103: Tech layoffs surge, big tech freezes hiring, optimizing for profits, election preview & more
Assertion Supported
Calacanis: Fast raised $102M Series B led by Stripe, $124M total
“Their hundred two million dollar Series B was led by Stripe in January of 2021. Company raised one hundred twenty four million dollars in total.”
Jason Calacanis Apr 9, 2022 ▶ 8:53 E75: Fast shuts down, board culpability, Elon buys 9% of Twitter, deplatforming's evolution & more
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