Episodes featuring Rory O'Driscoll

Browse episodes where Rory O'Driscoll appears as host or guest. View all episodes →

20VC with Harry Stebbings
Token Budgeting Panic Hits Corporate America | Cognition Raises $1BN at $26BN Valuation
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Jun 04, 2026 · 1 recommendation

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss AI spending trends, whether token budgets will replace engineers, and whether Cognition's $26 billion valuation makes sense.

20VC with Harry Stebbings
OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · May 28, 2026 · 2 recommendations

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss OpenAI's S1 filing, SpaceX's IPO, and Anthropic's rapid revenue growth relative to OpenAI.

20VC with Harry Stebbings
Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down
20VC with Harry Stebbings · with Rory O'Driscoll, Jason Lemkin · May 07, 2026 · 2 recommendations

Harry Stebbings, Rory O'Driscoll, and Jason Lemkin break down Big Tech earnings, the Anthropic fundraise, and what it all means for AI valuations and IPO timing.

20VC with Harry Stebbings
Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Apr 30, 2026 · 2 recommendations

Jason Lemkin and Rory O'Driscoll discuss Anthropic's $45B raise, Thoma Bravo handing Medallia back to creditors, and how AI agents could upend SaaS business models.

20VC with Harry Stebbings
Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead?
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Apr 23, 2026 · 1 recommendation

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss Cursor's $60B acquisition, Anthropic hitting a $1T secondary valuation, and which legacy design tools AI could make obsolete.

20VC with Harry Stebbings
SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race?
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Apr 16, 2026 · 1 recommendation

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss the state of AI, what it means for SaaS companies, and whether SpaceX's $2 trillion valuation makes sense.

20VC with Harry Stebbings
Why You Need a $1B Fund To Do Series A | SpaceX at $2TRN & Data Centers in Space | Groq's $20BN Deal
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Mar 26, 2026 · 2 recommendations

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss the week in tech, covering Anthropic vs OpenAI in enterprise, SpaceX's $2 trillion valuation, and whether venture fund models still work.

20VC with Harry Stebbings
NVIDIA Predicts $1TRN in Revenue: Everything You Need to Know From GTC & Anduril Lands $20B Contract
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Mar 19, 2026 · 10 products mentioned

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll cover Nvidia's $1 trillion revenue forecast, Anduril's $20 billion Pentagon contract, and how AI is reshaping hiring and fund strategy.

20VC with Harry Stebbings
Anthropic vs The Pentagon: Who Wins? | OpenAI's $110BN Mega Round | Cursor Hits $2BN in ARR
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Mar 05, 2026 · 2 recommendations

Harry Stebbings, Jason Lemkin, and Rory O'Driscoll discuss Anthropic's conflict with the Pentagon, OpenAI's $110 billion funding round, and how AI is threatening traditional SaaS companies.

20VC with Harry Stebbings
Citrini Research Breakdown: Agents, "Ghost GDP", Consumer Spend | Figma Earnings Beat
20VC with Harry Stebbings · with Jason Lemkin, Rory O'Driscoll · Feb 26, 2026 · 7 products mentioned

Harry Stebbings, Rory O'Driscoll, and Jason Lemkin break down a research report that triggered a $20B market selloff, covering AI agents, Ghost GDP fears, and threats to B2B software incumbents.

20VC with Harry Stebbings
Anthropic's Super Bowl Ad: Who Won & Lost? | Sierra Hits $150M ARR: Is Customer Support Too Crowded?
20VC with Harry Stebbings · with Mike Cannon Brooks, Jason Lemkin, Rory O'Driscoll · Feb 12, 2026 · 5 recommendations

Harry Stebbings, Mike Cannon-Brooks, Jason Lemkin, and Rory O'Driscoll debate whether software is dying or growing in the AI era, covering valuations, crowded markets, and Super Bowl ads.