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every year anyone Harry Stebbings 3Jason Calacanis 1

Verbatim, from the transcripts: the passages where ClickUp comes up

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Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings Jun 20, 2026 · 1 mention

  • ▶ 19:51 Harry Stebbings Do you know one thing in the future of super contributors, and I don't see people talking about this enough, is Zeb from ClickUp said this in his post, which we chatted about before, um, but he essentially said he was cutting people so he…

SpaceX Launches Largest Ever IPO | OpenAI Files to Go Public | Uber Cuts 23% of HR · 20VC with Harry Stebbings Jun 11, 2026 · 1 mention

  • ▶ 41:21 unnamed speaker To the click-up point to Zeb's point, I'm doing layoffs to give million dollars to a handful of folks.

Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings Jun 4, 2026 · 1 mention

  • ▶ 43:27 Jason Calacanis And that may fuel, uh, uh, uh, uh, that may fuel the real, whether they're AI layoffs or just AI backfills, it may fuel another wave of this, which is very distinct from the click up, whatever excuse for getting fit, right?

Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings Jun 1, 2026 · 1 mention

  • ▶ 11:10 Harry Stebbings When we look at the news, we see insured lays off 16,000, metal lays off 8000 at four AM, LinkedIn a thousand, Coinbase, click up now, 22% going.

OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings May 28, 2026 · 8 mentions

  • ▶ 0:42 Harry Stebbings Then, layoffs, click-up, and more.
  • ▶ 26:02 unnamed speaker And, uh, I, I don't think any, I, I don't totally get this mea culpa, this ClickUp Cloudflare mea culpa on Twitter. 4 times in the scene
  • ▶ 31:20 unnamed speaker Well, I think, yeah, but the, but the top employees, I think what ClickUp share, I mean, we, we, we, we read that when you see them on social media, anthropics hiring a social media manager in Kings cross for 450,000 dollars a year. 2 times in the scene
  • ▶ 1:26:00 unnamed speaker I desperately need a human for those ideas, but a one 25 K laid off click upper is worth nothing to me.
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