Chegg, every mention

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every year anyone Harry Stebbings 10Jason Lemkin 4Sebastian Siemiatkowski 3Phil Carter 2Oren Zeev 2Melody McCloskey 1

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

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Klarna CEO: SaaS is Dead: Why Systems of Record Will Die in an Agentic World · 20VC with Harry Stebbings Feb 16, 2026 · 3 mentions

Michael Burry Shorts NVIDIA and Palantir & Has Defensibility Died in a World of AI? · 20VC with Harry Stebbings Nov 13, 2025 · 2 mentions

OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings Oct 30, 2025 · 2 mentions

  • ▶ 1:17:17 Jason Lemkin He's, you know, but again, Chegg had to bring in poor Dan Rosenweig out of retirement to rerun Chegg after laying off 80% of the company. 2 times in the scene

Fiverr CEO & Founder, Micha Kaufman: "If You’re Not Adapting to AI, F* You. You’re Done!" · 20VC with Harry Stebbings Jun 9, 2025 · 1 mention

  • ▶ 3:09 Harry Stebbings Um, my question to you is, we've seen Shegg Chegg be bluntly,, but he killed as a business by AI,

Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings May 22, 2025 · 4 mentions

Phil Carter: Growth Loops, CAC + LTV Benchmarks, Pricing, Discounts, Paywalls... | E1204 · 20VC with Harry Stebbings Sep 20, 2024 · 2 mentions

  • ▶ 55:55 Phil Carter You've got Chegg Hero, Chegg, Course Hero, um, Brainly. 2 times in the scene

20VC: Oren Zeev on Why Diversification Is Overrated, The Downside of Thematic Investing, Making Quality Decisions In Uncertain Conditions & Why He Has No Reserves Allocation Jun 29, 2020 · 1 mention

  • ▶ 0:21 Harry Stebbings Over the past decade, Oran has backed the likes of Trip Actions, Tipality, Audible, Howes, Chegg, and Hippo Insurance, to name a few, and

20VC: Softbank Managing Partner, Jeff Housenbold on How Softbank Approach Portfolio Construction, Their Optimal Investment Decision-Making Process and What Excites Softbank Most In Opportunities Today May 20, 2019 · 1 mention

  • ▶ 0:53 Harry Stebbings Jeff has sat on the board of Caesars Entertainment, the world's largest casino entertainment company, Groupon and Chegg, and is currently a member of the Board of Trustees of Carnegie Mellon University.

20VC: Oren Zeev on Why Diversification Does Not Work, Thesis Based Investing Is Sceptical & Partners Mostly Stay Together For LPs Nov 6, 2017 · 4 mentions

  • ▶ 0:26 Harry Stebbings Now, Auron is the founding partner at Zeve Ventures, one of Silicon Valley's most under-the-radar but high-performing funds, with a portfolio including the likes of Howes, Chegg, Audible, Bonobos, and recent guest with Addy Seidman at…
  • ▶ 17:45 Harry Stebbings Uh, the incredible portfolio you've built up, including category leaders from Houzz to Audible to Chegg.
  • ▶ 22:48 Oren Zeev The same with, um, you know, textbooks in the case of Chegg, and I can go on and, you know, in, in other, many other of my companies, and I think you're much more likely to discover something really big when at the time that you discovered… 2 times in the scene

20VC: Why Every Founder Should Bootstrap Their Startup, How To Solve Information Asymmetry Between Founders and VCs & Living In A Cupboard For Two Years To Fund StyleSeat with Melody McCloskey, Founder & CEO @ StyleSeat Mar 31, 2017 · 1 mention

20VC: Floodgate's Mike Maples on What Makes Category Kings, What Most Venture Funds Do Wrong When Hiring & 'The Dance Of Product Market Fit' Oct 10, 2016 · 1 mention

  • ▶ 0:26 Harry Stebbings Twitch, Weebly, Chegg, Bizarre Voice, Okta, and Demandforce, just to name a few incredible companies.
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