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 23 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
Holland: Excessive burn rate killed Fast, not investor Stripe
“Having Stripe as an investor isn't what killed our company. Having too high a burn is what killed our company. There's just no other way to put it.”
Dom Holland Apr 13, 2022 ▶ 15:35 20VC Exclusive: Fast's Domm Holland on What Really Happened at Fast? Were they really Burning $10M per Month? Where did Bolt Succeed Where Fast Did Not? What is It Really Like To Have Stripe Invest in your Company?
Assertion Supported
Stripe offered nearly $1.2B to acquire Airwallex in 2018
“Essentially it's a complicated deal construct. Essentially it's eight hundred million on the cap table, and three hundred fifty million to me and my co-founders, and I think it's a fifty million dollar I think twenty-five million dollar to the employees, of th…”
Jack Zhang May 26, 2025 ▶ 1:00:51 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
Assertion Supported
Singlehurst: Stripe trades at a lower multiple than Adyen while growing faster
“Stripe is priced even, even less than Adyen. If you just look at it on a multiples basis, and it's growing quicker.”
Peter Singlehurst Mar 19, 2025 ▶ 52:21 Peter Singlehurst: Lessons from Turning Down Stripe, Coinbase and Losing Money on Northvalt · 20VC with Harry Stebbings
Prediction Held up
Stebbings: Stripe and Databricks Will Not Go Public in 2024
“I don't think Stripe or Databricks will go out in 24.”
Harry Stebbings Feb 19, 2024 ▶ 26:26 Roger Ehrenberg: Why VC Returns Will Get Worse & Why LP Incentive Structures are so Broken | E1117 · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Ex-OpenAI and Stripe staff raise $20M on $100M valuations
“You have person leave stripe or leave open AI or hugging face, and they raise 20 on a hundred. And that's happening more and more.”
Harry Stebbings Oct 27, 2023 ▶ 2:54 Ed Sim: Why Seed Has Never Been More Competitive & Why Pricing Has Never Been Higher | E1076 · 20VC with Harry Stebbings
Prediction Held up
Stripe and SpaceX Will Not Go Public in 2024
“I don't expect Stripe or SpaceX to go out next year, and Databricks alone won't be enough to crack open the IPO windows.”
Harry Stebbings Oct 20, 2023 ▶ 20:33 20VC: NEW FORMAT: Harry Stebbings on Why Seed Pricing is as High as Ever, Why Series A is the Best Place to Invest Today, Why Growth Founders Need to Reshape Expectations, Why M&A Windows Remain Shut and When Will IPO Windows Crack Open
Assertion Supported
Stebbings: Founders Fund deployed $3B in under 12 months into mega-rounds
“Founders Fund, deploying three billion in under 12 months, but deploying it into Stripe, SpaceX, and Anduril.”
Harry Stebbings Dec 22, 2025 ▶ 17:13 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Assertion Supported
Taneja: General Catalyst's best returns come from seeding and creating companies
“I mean, look, our best returns have come from seeding companies like Stripe and Andurl or Creating companies like Kayak and Livongo and Camille and others, and so.”
Hemant Taneja Sep 22, 2025 ▶ 8:08 General Catalyst CEO, Hemant Taneja: Lessons Scaling GC to $40BN in AUM · 20VC with Harry Stebbings
Assertion Supported
Airwallex leadership voted 90% against Stripe acquisition offer
“It's surprisingly only one people wanted to sell. Like literally like, 90% of people said, you know, they think we can build a bigger business.”
Jack Zhang May 26, 2025 ▶ 1:04:38 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
Assertion Supported
Shopify Remains One of Stripe's Largest Customers Instead of Building In-House
“They're certainly one of Stripe's largest customers, if not the largest, and yet it's a great relationship. And at any point, of course, Shopify could have brought that in house.”
Byron Deeter May 27, 2021 ▶ 13:37 20VC: The Twilio Memo: Bessemer's Byron Deeter on How a $125K Initial Check Became Bessemer's Largest Position, What The Influx of Late-Stage Capital Means For Venture Today & Why The Incumbent Advantage Is Now An Incumbent Disadvantage
Assertion Supported
Lemkin: Stripe Billing Growth Is Up 71%
“And billing's up 71%.”
Jason Lemkin Aug 27, 2026 ▶ 1:08:52 Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated
Assertion Supported
O'Driscoll: Stripe Reduced Its Share Count Over Past Four Years
“Their share count is down on three years ago, four years ago, which means they've been buying back stock.”
Rory O'Driscoll Aug 27, 2026 ▶ 1:12:05 Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated
Assertion Supported
O'Driscoll: Stripe Generates Around $6 Billion in Net Revenue
“Stripe supports revenue net, which is around six billion plus or minus.”
Rory O'Driscoll Jul 23, 2026 ▶ 53:44 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Assertion Supported
Stebbings: Founders Fund closing $6B in new capital after deploying $3.3B in 11 months
“Founders Fund are closing in on six billion dollars of new funds. They invested the last 3.3 in 11 months in amazing businesses like SpaceX and Stripe and Anduril.”
Harry Stebbings Mar 12, 2026 ▶ 50:17 Anthropic vs The Pentagon: Who Wins? | The Data Center Arms Race | The Ultimate Stock Picks · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: Figma will IPO soon rather than stay private
“My guess is it totally makes sense for them to get a great IPO under their belt. In a way that, and not do the strike thing of stay private for another three or four years.”
Rory O'Driscoll Jun 12, 2025 ▶ 11:48 Elon’s Empire: SpaceX, Tesla, Neuralink After the Storm & Anduril’s $2.6BN Power Move · 20VC with Harry Stebbings
Assertion Supported
Stripe CFO Will Gaybrick initiated acquisition talks with Airwallex in 2018
“Will Gabrick, the CFO at the time I think now he's CPO, he reached out through Sequoia and he said, just want another, have a conversation to see what you guys are up to.”
Jack Zhang May 26, 2025 ▶ 56:09 Airwallex CEO & Co-Founder, Jack Zhang: The Angel That Turned $1M into $1BN · 20VC with Harry Stebbings
Assertion Supported
Wilk: Y Combinator Acquired 6% of Stripe for $17,000
“The check size was only 17,000 dollars back then for six percent, not whatever it is today, I think it's a couple 100,000 dollars, so 17 grand bought them six percent of Stripe, which is pretty, pretty impressive.”
Jason Wilk Apr 21, 2025 ▶ 5:27 Dave CEO, Jason Wilk: The Best Performing Fund Would Only Back YC Founders on Their Second Time · 20VC with Harry Stebbings
Assertion Supported
Rabois: Stripe Series C was Khosla's highest entry price ever
“At the time at KV, when we invested in Stripe Series C, it was an order of magnitude more expensive than the entry price for any investment in the history of KV.”
Keith Rabois Jan 12, 2024 ▶ 35:39 Keith Rabois on Rejoining Khosla Ventures | E1102 · 20VC with Harry Stebbings
Assertion Supported
Most payment processing revenue still sits with legacy incumbents
“If you take the three leaders today, which are ID and Stripe and Checkout, we're literally scratching the surface of what's possible. This is mathematical. All the revenue is still sitting in the incumbents”
Guillaume Pousaz Apr 8, 2021 ▶ 17:39 20VC: Checkout.com Founder Guillaume Pousaz on The Transition From Bootstrapped Founder to Raising $830M and a $15Bn Valuation, What It Means To Have "3 Roadmaps For Life" & How Becoming a Parent Changes the Type of Leader You Are
Assertion Supported
O'Driscoll: Stripe and PayPal Each Process $1.8 Trillion Annually
“They both process kind of 1.8 trillion dollars a year, right?”
Rory O'Driscoll Jul 23, 2026 ▶ 52:50 Should the US Ban Chinese Open-Source Models | OpenRouter's Chance To Sell | Stripe Buying PayPal
Assertion Supported
O'Driscoll: Stripe generates $5B in revenue compared to Adyen's $2B
“Stripe's doing five billion plus or minus, Addians doing A two billion, right? So it's half the size. So two and a half times the size.”
Rory O'Driscoll Feb 19, 2026 ▶ 51:22 Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings
Assertion Supported
Stripe's valuation reached $95B in its early 2021 funding round
“Looking back four or five years, it sure Stripe's most recent round was a ninety five billion dollar valuation.”
Laela Sturdy Jul 8, 2021 ▶ 11:13 20VC: CapitalG's Laela Sturdy on The Current State of Growth with Crossover, PE and Hedge Funds All Entering, How To Think Through Upside and Downside Scenario Planning at Growth & The Biggest Challenges Startups Face Post Product-Market-Fit but Pre-Scale
Assertion Supported
Lavingia: Gumroad launched before Stripe in 2011
“In 2011, Gumbert actually launched before Stripe launched”
Sahil Lavingia Aug 24, 2020 ▶ 36:29 20VC: Sahil Lavingia on Rolling Funds and Their Impact on The Future of Venture, How To Evaluate Market, Team and Product, The Value of Party Rounds & The Pros and Cons of Multi-Stage Funds Investing at Seed
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