The Room Podcast

Claudia Laurie and Madison McIlwain

the-room.castos.com

Weekly podcast.

Welcome to the Room. A series interviewing your favorite tech founders and funders. Our guests were in the room where it happened and they’re sharing their stories.

140 episodes • 0 archived •

S14E8: From a Shark Tank No to Billion-Dollar Exit with Ring Inventor, Jamie Siminoff

E8·

May 5

45 mins

S14E7: Building the AI Layer for Legal Work with Scott Stevenson, Co-Founder and CEO of Spellbook

E7·

April 28

39 mins

S14E6: The End of Waiting for Payday with EarnIn Founder, Ram Palaniappan

E6·

April 21

29 mins

S14E5: Building the Red Bull for Relaxation with Ben Witte, Founder and CEO of Recess

E5·

April 14

40 mins

S14E4: Why Usage-Based Billing Is Inevitable with Metronome Co-Founder Scott Woody

E4·

April 7

49 mins

S14E3: Ryan Daniels, Founder & CEO of Crosby, on Legal Services in the Age of AI

E3·

March 31

44 mins

S14E2: Alex Halliday, Founder of AirOps, on Content Engineering and the AI Marketing Stack

E2·

March 24

50 mins

S14E1: Nirav Tolia, Nextdoor CEO, on Building Community Platforms, Product-Market Fit, and the Future of AI in Local Networks

E1·

March 17

1h 8m

From Stitch Fix to AI Search with Daydream Founder Julie Bornstein | Inside Summit 2025 [LIVE]

E4·

Dec 23, 2025

36 mins

Ethical AI, Iteration Velocity, and the Future of Software with Grant Lee (Gamma), Noah MacCallum (Open AI), Malte Ubl (Vercel), Chris Messina (Product Leader), Ash Kumrah (The AI Collective) | Inside Summit 2025 [LIVE]

E3·

Dec 16, 2025

36 mins

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The Room Podcast