Issue No. 42Week ending Sunday, October 18, 2026598 episodes · 2638 articles
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Private equity

Jason Lemkin on private equity

4 quotes from 1 episode on 20VC with Harry Stebbings, each with a timestamped link to the source.

4 quotes1 episode

The short version

Jason Lemkin questions the ethics of selling a profitable startup to private equity buyers planning deep staff reductions. Acquiring firms regularly eliminate 80% of workers within weeks of taking control.

Most interesting insights

Large investment funds routinely direct lawyers to draft term sheets that strip early seed backers of future participation rights.

“As a seed investor this happens all the time. The big funds in fact they put in their term sheet without even checking it. Their lawyers immediately put in that my pro ratas waived in every single round.”

Jason Lemkin, 20VC with Harry Stebbings · October 2026 · Watch at 4:14 ↗

From Why Suing Your Portfolio Company Over Pro Rata Fails

Venture capitalists occasionally file lawsuits against their own portfolio companies over operational disagreements.

“I've observed VCs suing their portfolio companies for doing the wrong thing…”

Jason Lemkin, 20VC with Harry Stebbings · October 2026 · Watch at 5:25 ↗

From Why Suing Your Portfolio Company Over Pro Rata Fails

Top talking points

  1. Profitable startups face exit dilemmas

    Founders running cash flow positive operations have stakeholders to consider during an acquisition. Jason Lemkin questions the morality of handing a healthy business to a buyer planning immediate mass layoffs.

    “Do you have any moral obligation to sell to someone that's going to lay off 80% of your team within weeks? They are stakeholders, especially if you're cash flow positive and growing.”

    Jason Lemkin, 20VC with Harry Stebbings · October 2026 · Watch at 57:29 ↗

    From Selling to Bending Spoons Means Firing Your Team

  2. Quick team reductions accelerate financial growth

    Decisive internal restructuring can rapidly reset company performance. Matthew Prince eliminated 20% of staff in a single day, which drove an 80% increase in stock value and pushed the business past quarterly estimates.

    “Matthew just came in and said I'm laying off 20% of the team. Just doing it. He did in one day and they beat the quarter. They accelerated growth even more. The stock price is up like 80% this year.”

    Jason Lemkin, 20VC with Harry Stebbings · October 2026 · Watch at 1:01:20 ↗

    From Selling to Bending Spoons Means Firing Your Team

Key takeaways from these write-ups

Why Suing Your Portfolio Company Over Pro Rata Fails

  • Day One Ventures sued nuclear startup Valar Atomics over Series B allocations, exposing how growth funds strip seed investors of pro rata rights.
  • Multi-stage growth funds instruct their legal teams to insert blanket pro rata waiver clauses directly into term sheets to take 100% of new financing rounds.

Selling to Bending Spoons Means Firing Your Team

  • Private equity rollups like Bending Spoons slash up to 80% of headcount immediately after acquiring software companies, as seen at Evernote and Vimeo.
  • Jason Lemkin argues that founders running cash flow positive, growing startups like Airtable or Miro have an ethical duty to shield their employees from gut-and-run acquirers.

How we attribute quotes. Every quote was matched against the episode transcript, so the words and the timestamp are real (we trim filler words like "um", nothing else). The name comes from our written summary of the episode, and we use it only when a separate check of the captions finds that person on the episode. YouTube gives us no voice-by-voice transcript, so open the timestamp to hear who is talking. See a wrong name? Tell us and we fix or remove it.

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