MS-DOS, every mention

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every year anyone Rory O'Driscoll 4Keith Teare 2Mike Volpi 1Mike Cannon-Brookes 1Jason Lemkin 1Fabien Pinckaers 1Eran Zinman 1Aatish Nayak 1

Verbatim, from the transcripts: the passages where MS-DOS comes up

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Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue? Aug 20, 2026 · 2 mentions

Coinbase Cuts AI Spend by 50% | Kalshi's $40B Valuation & Impending IPO | The Year for SaaS Roll-Ups · 20VC with Harry Stebbings Jul 2, 2026 · 1 mention

  • ▶ 29:59 Rory O'Driscoll IBM licensed MS-DOS, and they should have protected it, and instead, everyone was able to clone it like Compaq.

Monday.com CEO on Is SaaS Dead: Will Everything Be Vibe Coded | Eran Zinman · 20VC with Harry Stebbings Mar 2, 2026 · 1 mention

Atlassian CEO, Mike Cannon-Brookes on Why Everything is Overvalued & Are We in an AI Bubble · 20VC with Harry Stebbings Oct 13, 2025 · 1 mention

  • ▶ 48:08 Mike Cannon-Brookes If you look back to Adobe or Intuit, well, they had to navigate DOS, to client server, to Windows, to the internet, to mobile, to all these things.

OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings Oct 9, 2025 · 1 mention

  • ▶ 6:27 Rory O'Driscoll IBM was the old school company that set them up by doing that famous DOS licensing deal, right?

20Product: How Scale AI and Harvey Build Product | Why PMs Are Wrong: They are not the CEOs of the Product | How to do Pre and Post Mortems Effectively and How to Nail PRDs | The Future of Product Management in a World of AI with Aatish Nayak Apr 11, 2025 · 1 mention

  • ▶ 18:56 Aatish Nayak It's the command line starting point of this new frontier, like the MS-DOS was, you know, way back when.

Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings Feb 12, 2025 · 1 mention

Jason Lemkin: Why Pricing is Worse Than Ever and There is More Funding Than Ever | E1157 · 20VC with Harry Stebbings May 27, 2024 · 1 mention

  • ▶ 21:57 Jason Lemkin And the other thing that happens if you run from competition, especially sometimes in vertical SAS, um, because you can find a lot of categories in vertical SAS where the competition is SAP or Excel or paper or like some DOS application…

20VC: Index's Mike Volpi on Making The Move From Player To Coach, What It Takes To Build Generation Defining Brands & How Europe Really Stacks Up To The US Venture Market Sep 18, 2017 · 1 mention

  • ▶ 20:56 Mike Volpi And many of those still run good old-fashioned on-premise software running on Windows or DOS or something like that.

20 VC 028: Co-Founding TechCrunch and The Benefits of Not Raising Venture Funding with Keith Teare Apr 16, 2015 · 2 mentions

  • ▶ 6:40 Keith Teare It wasn't really for consumers at all, and, um, the experience was DOS-based, so there was no Windows internet, it was all DOS. 2 times in the scene
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