Between Two Founders

Episode 010 of Between Two Founders: René Lacerte has spent nearly three decades building the financial infrastructure that powers millions of small businesses. As the founder and CEO of BILL, he has created a platform that now processes over 1% of US GDP, serving nearly half a million customers and 9,000 accounting firms. In this epsiode with Jeff Seibert, René shares his journey as a fourth-gene...

Episode 009 of Between Two Founders: Jeff sits down with Wade Foster, Co-founder and CEO of Zapier, to uncover how a “weird,” fully remote team built one of tech’s most influential platforms, now behind 81+ billion automations. Wade also shares Zapier’s origins, from a Startup Weekend in Columbia to a second shot at YC, and reveals how Zapier is weaving AI into its workflow engine to make automati...

Episode 008 of Between Two Founders : Join Jeff as he sits down with Siqi Chen, CEO and co-founder of Runway, to explore a journey that spans gaming, virtual reality, and B2B SaaS, culminating in a mission to make finance teams 10x more efficient through AI and design. Siqi shares why the most powerful products amplify human intelligence rather than replace it, how design principles from consumer...

Join Jeff as he engages with Jean-Denis Greze, Co-Founder of Town and former CTO of Plaid, for an insightful dialogue about revolutionizing industries and pushing boundaries. Jean-Denis shares his remarkable experiences from scaling Plaid into a fintech powerhouse, detailing how they bridged the gap between consumers' bank accounts and their favorite apps. Now at Town, Jean-Denis is leveraging AI...

Episode 006 of Between Two Founders — Dive into an inspiring conversation between Jeff and Josh Reeves, Co-Founder and CEO of Gusto . Explore how Josh turned Gusto into a category-defining company in HR, payroll, and benefits, with insights from his unconventional leadership journey. Between Two Founders is an enlightening series of interviews hosted by Jeff Seibert of Digits, featuring seasoned f...

Episode 005 of Between Two Founders — Join Jeff and Travis Hedge, Co-founder and CRO of Vouch—a tech company reimagining business insurance for startups—for an enlightening conversation packed with unique insights. Between Two Founders is an enlightening series of interviews hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their jour...

Episode 004 of Between Two Founders – Jeff Seibert, CEO and founder of Digits, sits down with Aaron Levie, CEO and co-founder of Box, a cloud-based content management company that allows companies to access information from anywhere and collaborate with anyone. In this episode, Jeff and Aaron chat about Aaron’s journey starting Box — from cold-emailing Mark Cuban to his decision to drop out of USC...

Episode 003 of Between Two Founders – Jeff Seibert, CEO and founder of Digits, sits down with Immad Akhund, CEO and co-founder of the financial technology company, Mercury, which provides banking services to early-stage startups. In this episode, Jeff and Immad discuss the intricacies of building a high-impact fintech company, scaling a business in the face of intense competition, surviving “finte...

Episode 002 of Between Two Founders – Jeff Seibert, CEO & Founder of Digits, sits down with Christina Cacioppo, CEO & Co-Founder of the trust management platform startup, Vanta. In this episode, Digits founder, Jeff Seibert and Christina discuss Vanta’s monster, $150 Million Series C round, never hiring when hungry, and knocking on doors in SoMa to find PMF.Between Two Founders is an enlig...

Episode 001 of Between Two Founders – Jeff Seibert, CEO & Founder of Digits, chats with Kayvon Beykpour , Co-founder of Periscope & Former head of Consumer Product at Twitter. In this episode, Digits founder, Jeff Seibert sits down with Kayvon to discuss a serial-founder’s journey, M&A, fundraising, the importance of intuition, and the path to finding product market fit. Between Two Fo...