The Ledger

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why aren't all 18 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
Lacaillade: Founders Fund, a16z, Greenoaks, and Thrive proactively marked down valuations
“In my core relationships Founders Fund's the most extreme, because Peter Thiel's very contrarian and he wants to reset the mindset of his team. Which I think is great. But Andreessen Horowitz, Green Oaks Thrive, they've all proactively marked down their compan…”
Peter Lacaillade Dec 18, 2023 ▶ 24:08 Peter Lacaillade: Why Now is the Best Time to Invest in Emerging Managers | E1096 · 20VC with Harry Stebbings
Assertion Supported
Frankel: Post-2020 mega funds boast high TVPI but lag on DPI
“Subsequent to twenty-twenty, like the TVPI is there, and some, in some cases, they're on steroids. The DPI is less there, if you look at the actual stats.”
David Frankel Aug 7, 2026 ▶ 38:28 The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
Assertion Supported
O'Driscoll: Thrive Capital specifically declined Anthropic investment due to OpenAI stake
“They actually specifically, unlike some of the other funds that have invested in both, they've Specifically our fund that said, no, we backed open AI. We're not going to back on tropics.”
Rory O'Driscoll Feb 19, 2026 ▶ 1:12:33 Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings
Assertion Partly supported
Stebbings: Recent top breakout VC firms are all single-person led
“When you look at, Bundly, the best performing managers, or the breakout managers the last few years, I think you put probably Thrive, Green Oaks, Founders Fund, and Eli Gill definitely up there. And all four of them are one person led.”
Harry Stebbings Jul 31, 2025 ▶ 18:06 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Assertion Contradicted
O'Driscoll: First venture rounds for OpenAI and Anthropic were $23B and $4B
“The first venture round at OpenAI was twenty-three billion pre with Thrive, and the first venture round at Entropic was four billion pre with Spark and Menlo, you know, right?”
Rory O'Driscoll Jan 15, 2026 ▶ 56:40 Anthropic’s $10B Raise | a16z’s $15B Fund: Is the Middle Dead in VC? | How OpenAI Could Go to Zero? · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Thrive and Greenoaks made $500M+ buying distressed Carvana stock
“They made half a billion dollars plus from Carvana in the public markets buying when it was in the dumps and then writing that up.”
Harry Stebbings Jul 31, 2025 ▶ 26:34 Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscalers · 20VC with Harry Stebbings
Assertion Partly supported
Stebbings: OpenAI revenue reached nearly half its $30B valuation round
“When you look at their revenues today, it's we questioned it and I questioned it and he pushed back quite rightly, but their revenues are about half of that valuation today, just showing the scale and trajectory of the revenue that they've had.”
Harry Stebbings May 5, 2025 ▶ 6:26 Bucky Moore @ Lightspeed Venture Partners: Why You Cannot Do VC If You Do Not Do Pre-Seed · 20VC with Harry Stebbings
Assertion Supported
Hankes: OpenAI Delayed GPT-4 Release by Five Months for Safety Testing
“On GPT four, we saw the demo in the fall. They didn't just release the product then they took, I think four or five months To test and learn about safety in the edges of the model and then ultimately released it to the world.”
Vince Hankes May 3, 2023 ▶ 34:26 Vince Hankes: Why We Put $300M into OpenAI; Sam Altman's Pitch; Lessons from Josh Kushner | E1009 · 20VC with Harry Stebbings
Assertion Supported
Stebbings: Open Evidence raised at $12B valuation led by Thrive and DST
“Open Evidence raises at twelve billion dollars, labbed by Thriving DST. It's a 12 x valuation step up to where they raised at a billion dollars from Sikora at the start of the year.”
Harry Stebbings Jan 29, 2026 ▶ 39:08 Anthropic Inference Costs Skyrocket |TikTok Deal Closes |The IPO Market:Wealthfront & EquipmentShare · 20VC with Harry Stebbings
Assertion Partly supported
Stebbings: Gong has surpassed $400M ARR and a $7B valuation
“The company has raised over six hundred million dollars from some of the best, including Sequoia, Thrive, Salesforce, and more, and Gong has surpassed Four hundred million in ARR, and serves thousands of customers, including multiple Fortune hundreds, and is v…”
Harry Stebbings Sep 12, 2025 ▶ 0:17 20VC: Why AI SDRs are BS and Do Not Work | How to Use AI in Your Sales Team and Process to Win Today | What Skills Do All New Reps Need to Have in an AI First World with Amit Bendov, CEO @ Gong
Assertion Supported
Thrive Capital grew AUM from $40M to over $10B
“If you actually think about Thrive, yes, we're a venture firm, and we've grown a lot from the forty million of fund at the time to managing more than ten billion of AUM, but we've really done it without any rules.”
Kareem Zaki Nov 15, 2021 ▶ 7:16 20VC: Thrive Capital's Kareem Zaki on The One Rule That Drives Investment Decision-Making and Focus at Thrive, Why Every Large Institution Will Enter Venture Capital Over the Next Decade and How To Create a Firm Culture That Attracts The Best Young Talent
Assertion Supported
O'Driscoll: Thrive Capital doubled its Instagram investment in just days
“Thrive invested in Instagram, and like, literally four or five days later, it sold for a two X, right?”
Rory O'Driscoll May 8, 2025 ▶ 6:36 Benchmark vs a16z: Why Stage Specific Firms Win · 20VC with Harry Stebbings
Assertion Supported
Thrive Capital Invested in Instagram Growth Round From $40M Fund
“The ambition of the team, which reached well beyond the forty million fund they had at the time would suggest. And even with that small fund, they were taking big swings, you know, be a big investor in a growth round in Instagram right before Facebook. Bought …”
Kareem Zaki Nov 15, 2021 ▶ 4:20 20VC: Thrive Capital's Kareem Zaki on The One Rule That Drives Investment Decision-Making and Focus at Thrive, Why Every Large Institution Will Enter Venture Capital Over the Next Decade and How To Create a Firm Culture That Attracts The Best Young Talent
Assertion Supported
Robinhood raised $5.6 billion total, including a $2.4 billion emergency round
“To date, Vlad has raised over 5.6 billion dollars with Robin Hood, including a 2.4 billion dollar raise just this month, and some of their investors include the likes of Ribbit, Sequoia, Green Oaks, Index, IVP, Thrive, GV, and more incredible names.”
Harry Stebbings Mar 4, 2021 ▶ 0:27 20VC: Robinhood Founder Vlad Tenev on His Biggest Lessons Managing Through A Crisis, The Events of The Congressional Committee, Raising $2.4Bn Fast and Why It Was Necessary & Why It Is Ludicrous To Suggest Robinhood Put The Business Ahead of it's Customer
Assertion Supported
Paik: Thrive Capital's first venture fund was only $10 million
“At Thrive Capital at the time, it was a ten million dollar fund.”
Chris Paik May 9, 2023 ▶ 4:06 Chris Paik: How I Raised $400M; Substack's Broken Business Model; Music on TikTok vs IG | E1011 · 20VC with Harry Stebbings
Assertion Partly supported
Ramp has raised over $390 million in funding
“To date, Eric has raised over three hundred and ninety million dollars for the company from some of the best, including Thrive, Stripe, Founders Fund, Code Two, and Box Group, to name a few.”
Harry Stebbings Jun 2, 2021 ▶ 0:22 20VC: Ramp's Eric Glyman on Why You Should Never Take The Highest Price, Working With Venture Funds vs Crossover Funds and How To Determine What To Buy vs Build as a Founder Today?
Assertion Supported
Hims has raised over $45M in venture capital funding
“That's raised over forty-five million dollars in VC funding from some of the very best in the business, including Thrive Capital, Forerunner Ventures, IVP, Redpoint, and SV Angel, just to name a few.”
Harry Stebbings May 11, 2018 ▶ 0:25 20VC: Hims' Andrew Dudum on The Scaling Playbook of The Fastest Growing Mens Wellness Brand, How To Be Truly Innovative In Today's World of Online Marketing & Raising at a $200m Valuation within Year 1
Assertion Supported
Greenspring Associates Has Backed Accel, Founders Fund, and Thrive
“As for their fund investing, they've backed the likes of Excel, Founders Fund, Thrive, Lightspeed, Foundry Group, and many more incredible managers.”
Harry Stebbings Jan 21, 2019 ▶ 0:33 20VC: The Framework LPs Use To Assess Emerging Managers, What Concerns and Excites LPs in Potential Opportunities & The Current State of Seed Today with Hunter Somerville, Partner @ Greenspring Associates
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