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Peter Thiel and Softbank Sell NVIDIA - Why? & Why VC Will Hit $1TRN and The Opening of Retail

Tomasz Tunguz is a Managing Director at Theory Ventures and one of the most respected voices in SaaS and venture capital, known for his data-driven insights on startup growth and market dynamics. Previously a General Partner at Redpoint Ventures, he has backed companies such as Looker (acquired by Google), Dremio, Monte Carlo, and Twilio (TWLO), among others. 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 01:42 Cursor Raises $2.3BN at $29BN Valuation 09:40 What Gemini 3 Means for Lovable, Cursor and Replit 32:14 How Ramp Grew from $13B to $32B in a Year 39:01 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting? 40:35 Oracle Credit Default Swaps: The Risk is Increasing 01:03:57 Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO 01:06:22 Why Retail WIll Cause a Surge of Capital into VC Funds 01:21:37 Quick-Fire Round ---------------------------------------------------------------------------------------------- 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 Tomasz Tunguz X: https://twitter.com/ttunguz 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... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #tomasztunguz #ai #vc #peterthiel #nvidia #cursor #retail #stripe #ramp

Rory O’DriscollguestJason LemkinguestTomasz TunguzguestHarry Stebbingshost
Nov 20, 20251h 26mWatch on YouTube ↗

Episode Details

EPISODE INFO

Released
November 20, 2025
Duration
1h 26m
Channel
The Twenty Minute VC
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

Tomasz Tunguz is a Managing Director at Theory Ventures and one of the most respected voices in SaaS and venture capital, known for his data-driven insights on startup growth and market dynamics. Previously a General Partner at Redpoint Ventures, he has backed companies such as Looker (acquired by Google), Dremio, Monte Carlo, and Twilio (TWLO), among others. 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 01:42 Cursor Raises $2.3BN at $29BN Valuation 09:40 What Gemini 3 Means for Lovable, Cursor and Replit 32:14 How Ramp Grew from $13B to $32B in a Year 39:01 Peter Thiel and Softbank Sell NVIDIA: The Bubble Bursting? 40:35 Oracle Credit Default Swaps: The Risk is Increasing 01:03:57 Stripe Does Tender at All-Time High: Why the Best Companies Will Never IPO 01:06:22 Why Retail WIll Cause a Surge of Capital into VC Funds 01:21:37 Quick-Fire Round ---------------------------------------------------------------------------------------------- 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 Tomasz Tunguz X: https://twitter.com/ttunguz 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... ----------------------------------------------- #20vc #harrystebbings #roryodriscoll #jasonlemkin #tomasztunguz #ai #vc #peterthiel #nvidia #cursor #retail #stripe #ramp

SPEAKERS

  • Rory O’Driscoll

    guest

    General Partner at Scale Venture Partners focused on B2B software investing.

  • Jason Lemkin

    guest

    Founder of SaaStr and an investor/operator focused on SaaS growth.

  • Tomasz Tunguz

    guest

    Venture capitalist and founder at Theory Ventures focused on software/AI.

  • Harry Stebbings

    host

    Founder and host of The Twenty Minute VC (20VC).

EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Rory O’Driscoll and Jason Lemkin, Peter Thiel and Softbank Sell NVIDIA - Why? & Why VC Will Hit $1TRN and The Opening of Retail explores aI coding boom reshapes venture, liquidity, pricing, and market risk Cursor’s $2.3B raise at a ~$29B valuation is framed as rational if AI coding drives massive TAM expansion and durable developer lock-in, despite open questions on gross margins and competition from model providers.

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