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OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. ----------------------------------------------- Timestamps: 00:00 Intro 01:13 Anthropic Surpasses OpenAI in Revenue 12:07 OpenAI Management Reboot 17:51 OpenAI Buys TBPN 30:01 SpaceX Files for IPO Targeting $2 Trillion Valuation 38:56 Doug Leone Returns to Sequoia Capital 43:19 YC Kicks Out Delve 48:07 The Rise of Open Router 01:02:11 Supabase Targeting $10B Valuation 01:14:10 The Mercor Hack and AI Cyber Threats Moving Forward 01:24:09 The $1.8B Two-Person Company ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: https://x.com/harrystebbings Follow Jason Lemkin on X: https://x.com/jasonlk Follow Rory O’Driscoll on X: https://x.com/rodriscoll Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/con... ----------------------------------------------- Legal Disclaimer: The content of this podcast is for informational and entertainment purposes only and does not constitute financial or investment advice. Any discussion of stocks, public markets, or investment strategies reflects the personal opinions of the speakers and should not be relied upon when making investment decisions. Figures, valuations, and financial data referenced may be estimates or subject to error. Always consult a qualified financial adviser before making any investment decision. The views expressed are those of the individual speakers and do not represent the views of 20VC or its affiliates. ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #openai #anthropic #supebase #mercor #ai #spacex #ycombinator

Rory O’DriscollguestHarry StebbingshostJason Lemkinguest
Apr 9, 20261h 32mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
April 9, 2026
Duration
1h 32m
Channel
The Twenty Minute VC
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. ----------------------------------------------- Timestamps: 00:00 Intro 01:13 Anthropic Surpasses OpenAI in Revenue 12:07 OpenAI Management Reboot 17:51 OpenAI Buys TBPN 30:01 SpaceX Files for IPO Targeting $2 Trillion Valuation 38:56 Doug Leone Returns to Sequoia Capital 43:19 YC Kicks Out Delve 48:07 The Rise of Open Router 01:02:11 Supabase Targeting $10B Valuation 01:14:10 The Mercor Hack and AI Cyber Threats Moving Forward 01:24:09 The $1.8B Two-Person Company ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZ... Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast... Follow Harry Stebbings on X: https://x.com/harrystebbings Follow Jason Lemkin on X: https://x.com/jasonlk Follow Rory O’Driscoll on X: https://x.com/rodriscoll Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/con... ----------------------------------------------- Legal Disclaimer: The content of this podcast is for informational and entertainment purposes only and does not constitute financial or investment advice. Any discussion of stocks, public markets, or investment strategies reflects the personal opinions of the speakers and should not be relied upon when making investment decisions. Figures, valuations, and financial data referenced may be estimates or subject to error. Always consult a qualified financial adviser before making any investment decision. The views expressed are those of the individual speakers and do not represent the views of 20VC or its affiliates. ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #openai #anthropic #supebase #mercor #ai #spacex #ycombinator

SPEAKERS

  • Rory O’Driscoll

    guest

    Venture capitalist (Scale Venture Partners) focused on software and technology investing.

  • Harry Stebbings

    host

    Founder and host of 20VC (The Twenty Minute VC), interviewing and moderating conversations with tech investors and operators.

  • Jason Lemkin

    guest

    Founder of SaaStr and a venture investor known for SaaS operating and scaling expertise.

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Rory O’Driscoll and Harry Stebbings, OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber explores aI market power shifts, OpenAI turmoil, and cyber threats surge Anthropic’s reported revenue surge (to a $30B run rate) and lower training costs versus OpenAI reframes the competitive landscape and intensifies scrutiny on OpenAI’s valuation and execution.

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