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 9 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 1 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

Disclosure
Lemkin: SaaStr Has Never Done Competitive Diligence Since First Investment
“I only did it once on my first investment in pipe drive and I give up. I've never done it. I've never reached out to a competitor. I've never done any competitive diligence, right? Not once.”
Jason Lemkin Apr 24, 2025 ▶ 1:16:14 How LP Deployment to Venture Will Change in 2025 & Are Endowment Funds in Trouble? · 20VC with Harry Stebbings
Prediction Open · timeframe May 2029
Lemkin: Private Equity Firms Will Lose Money on Bubble-Era Software Buyouts
“Yeah. I think they'll lose money on, on, on these deals.”
Jason Lemkin May 27, 2024 ▶ 26:39 Jason Lemkin: Why Pricing is Worse Than Ever and There is More Funding Than Ever | E1157 · 20VC with Harry Stebbings
Prediction Held up
McLoughlin predicts Pipedrive will be worth hundreds of millions or billions
“I think that's going to be a business which is worth many hundreds of millions or even billions of dollars in the future”
Andy McLoughlin May 8, 2018 ▶ 25:29 20VC: Andy McLoughlin on The Benefits of Backing Unsexy Businesses with Non-Obvious Founders, How To Distinguish Between A Good Bridge Round and A Bridge To Nowhere & Whether VCs Really Do Add Value?
Disclosure
Lemkin reveals 2013 Pipedrive seed terms and $1.5B exit outcome
“When I invested in pipe drive in 2013, my first investment It was 16 pre at 1.2 million ARR. Okay. Growing nine percent a month. Okay. And we argued over the price. Now, pros and cons, but it did exit for a billion and a half.”
Jason Lemkin Jan 4, 2024 ▶ 20:40 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: First five VC investments all achieved unicorn valuations
“And I did five real unicorns in my first 13 months, right? I did pipe drive, which exited for like 1.25 billion. And then I'll go, it was my second. That's where 2.5 billion will IPO next year. I did talk to us worth ten billion. I did Parklet greenhouse, whic…”
Jason Lemkin Aug 9, 2023 ▶ 1:13 Jason Lemkin: Every VC has a FRAUD in their portfolio; The IPO market is about to EXPLODE | E1046 · 20VC with Harry Stebbings
Disclosure
Lemkin: Invested in Pipedrive at a $16M Valuation
“When I did that bet in pipe drive, ok? And that was, and I, Did it at sixteen million, right?”
Jason Lemkin Jun 12, 2025 ▶ 44:33 Elon’s Empire: SpaceX, Tesla, Neuralink After the Storm & Anduril’s $2.6BN Power Move · 20VC with Harry Stebbings
Disclosure
Lemkin: Pipedrive was my first venture investment and sold for $1.5B
“Pipedrive, which was my first venture investment, right? Which eventually sold for a billion and a half, but lost to HubSpot.”
Jason Lemkin Jan 4, 2024 ▶ 5:54 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: Pipedrive Sold to Vista Equity Partners for $1.5B Cash
“The first one was pipe drive. They sold for 1.5 billion cash to Vista last year.”
Jason Lemkin Nov 30, 2022 ▶ 4:50 Jason Lemkin: Cold Email Tips; Why Only 15% of Founders Listen to their VCs | 20VC #954 · 20VC with Harry Stebbings
Disclosure
Lemkin invested in Pipedrive, Talkdesk, Algolia, Greenhouse, and Salesloft in 12 months
“I did pipe drive, talk desk, Algolia, greenhouse, and sales loft all within 12 months.”
Jason Lemkin Jan 13, 2023 ▶ 1:04 Jason Lemkin: WTF is Going On in VC? Are LPs Investing in New Funds? | 20VC #965 · 20VC with Harry Stebbings
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