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The Room Podcast

The Room Podcast

Claudia Laurie and Madison McIlwain 140 Episodes Oct 13, 2026

The Room Podcast is a series that interviews prominent tech founders and funders. Hosted by Claudia Laurie and Madison McIlwain, the show features guests who were in the room where key decisions were made, sharing their personal stories and insights. Each episode provides an inside look at the tech industry from those who shaped it.

Episodes

S15E4: From Starlink to AI Marketing Agents with Doug Tallmadge, Co-Founder and CEO of Gradial
S15E4: From Starlink to AI Marketing Agents with Doug Tallmadge, Co-Founder and CEO of Gradial Oct 13, 2026 00:54:23 In this episode of The Room Podcast, we speak with Doug Tallmadge, co-founder and CEO of Gradial, a company building AI agents to help enterprise marketing teams execute work across their tools and campaigns. Doug traces his path from growing up in Cincinnati and studying physics at Dartmouth to joining SpaceX and helping build Starlink. He shares what working through seemingly impossible engineer
S15E3: Building the Future of Sleep with Hatch Co-Founder & CEO Ann Crady Weiss
S15E3: Building the Future of Sleep with Hatch Co-Founder & CEO Ann Crady Weiss Oct 6, 2026 00:53:26 In this episode of The Room Podcast, we sit down with Ann Crady Weiss, co-founder and CEO of Hatch, to trace the path from her Silicon Valley upbringing and early career in law and technology to building one of the most recognizable names in sleep. Ann shares how her family’s connection to Intel shaped her entrepreneurial ambition, what she learned at Wilson Sonsini and Yahoo, and how the acquisit
S15E2: Secure AI Agents for the Future of Work with NanoCo Co-Founder & CEO, Gavriel Cohen
S15E2: Secure AI Agents for the Future of Work with NanoCo Co-Founder & CEO, Gavriel Cohen Sep 29, 2026 00:50:00 In this season 15 opener of The Room Podcast, we speak with Gavriel Cohen, co-founder and CEO of NanoCo and creator of NanoClaw, an open-source framework designed to make powerful AI agents safer and more practical for real-world use.NanoClaw emerged from Gavriel’s own experience using AI agents to run an AI-native marketing agency. After connecting an agent he called “Andy” to his company’s sales
S15E1: Building the Infrastructure for Voice AI with Russ d'Sa, Co-Founder and CEO of LiveKit
S15E1: Building the Infrastructure for Voice AI with Russ d'Sa, Co-Founder and CEO of LiveKit Sep 22, 2026 01:00:54 In this season 15 opener of The Room Podcast, we speak with Russ d'Sa, co-founder and CEO of LiveKit, a platform for building real-time voice, video, and AI agents. LiveKit began as an open-source project for live audio and video. As developers adopted it, the team built cloud infrastructure to help them scale. A second turning point came when OpenAI used LiveKit to build a voice interface for Cha
Building an Enterprise VC Firm with Jai Das, President and Co-Founder of Sapphire Ventures | Founding the Fund 4
Building an Enterprise VC Firm with Jai Das, President and Co-Founder of Sapphire Ventures | Founding the Fund 4 Aug 4, 2026 00:53:05 In this bonus episode of The Room Podcast, we speak with Jai Das, President, Partner and Co-Founder of Sapphire Ventures, one of the world's leading enterprise venture capital firms backing category-defining B2B software and AI companies. Sapphire Ventures has invested in companies including monday.com, Box, Square, MuleSoft, Fitbit, ExactTarget, and many others, while building one of the industry
Turning Content into Competitive Advantage with Packy McCormick | Founding the Fund 3
Turning Content into Competitive Advantage with Packy McCormick | Founding the Fund 3 Jul 9, 2026 00:44:16 In this bonus episode of The Room Podcast, we speak with Packy McCormick, founder of Not Boring and Not Boring Capital, an investment firm focused on backing ambitious technology companies tackling large, complex industries. Through his writing, investing, and storytelling, Packy has built one of the most influential platforms in venture capital, helping founders explain difficult technical busine
Backing Technical Founders with Amplify Partners Founder Sunil Dhaliwal | Founding the Fund 2
Backing Technical Founders with Amplify Partners Founder Sunil Dhaliwal | Founding the Fund 2 Jun 25, 2026 01:09:12 In this episode of The Room Podcast, we speak with Sunil Dhaliwal, founder and managing partner of Amplify Partners, an early-stage venture capital firm focused on backing technical founders building infrastructure software, developer tools, cybersecurity, AI, and other foundational technologies. Before founding Amplify, Sunil spent 14 years at Battery Ventures, where he invested through both the
Investing in Trillion-Dollar Outcomes with Ben Ling of Bling Capital | Founding the Fund 1
Investing in Trillion-Dollar Outcomes with Ben Ling of Bling Capital | Founding the Fund 1 Jun 16, 2026 00:52:18 In this bonus episode of The Room Podcast, we speak with Ben Ling, Founder and General Partner of Bling Capital, an early-stage venture firm that has backed companies including Airtable, Lyft, Square, Palantir, and many others. Before becoming a full-time investor, Ben held leadership roles at Google, Facebook, and YouTube, where he helped build products at massive scale and gained a front-row sea
S14E8: From a Shark Tank No to Billion-Dollar Exit with Ring Inventor, Jamie Siminoff
S14E8: From a Shark Tank No to Billion-Dollar Exit with Ring Inventor, Jamie Siminoff May 5, 2026 00:45:53 In our season finale episode of The Room Podcast, we speak with Jamie Siminoff, inventor of Ring, the smart home security company best known for turning the front door into a connected safety platform. Ring builds video doorbells, cameras, alarms, and neighborhood safety tools that help people monitor and protect what matters most. Before Ring became one of the most recognizable home security bran
S14E7: Building the AI Layer for Legal Work with Scott Stevenson, Co-Founder and CEO of Spellbook
S14E7: Building the AI Layer for Legal Work with Scott Stevenson, Co-Founder and CEO of Spellbook Apr 28, 2026 00:39:54 In this episode of The Room Podcast, we speak with Scott Stevenson, CEO and Co-Founder of Spellbook. Spellbook is an AI-powered platform helping lawyers draft and review contracts faster using generative AI directly within their existing workflows. Spellbook enables legal teams to accelerate contract creation and negotiation by embedding AI into workflow tools allowing for real-time drafting, edit
S14E6: The End of Waiting for Payday with EarnIn Founder, Ram Palaniappan
S14E6: The End of Waiting for Payday with EarnIn Founder, Ram Palaniappan Apr 21, 2026 00:29:47 In this episode of The Room Podcast, we speak with Ram Palaniappan, founder and CEO of Earnin, a fintech company reimagining how people get paid by giving employees access to their earnings in real time rather than waiting for traditional payroll cycles. Earnin is building a new kind of payroll system—one that shifts power from employers to employees by enabling on-demand and continuous pay. Inste
S14E5: Building the Red Bull for Relaxation with Ben Witte, Founder and CEO of Recess
S14E5: Building the Red Bull for Relaxation with Ben Witte, Founder and CEO of Recess Apr 14, 2026 00:40:54 In this episode of The Room Podcast, we sit down with Ben Witte, Founder and CEO of Recess, a consumer wellness brand pioneering a new category of functional beverages designed to help people relax, unwind, and feel better in an increasingly high-stress world. Recess blends ingredients like magnesium, adaptogens, and other functional compounds into beautifully branded drinks that position themselv

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