Between Two Founders

René Lacerte, CEO of BILL, discusses building financial operations software for SMBs, taking the company public, and his mission to serve the "Fortune 5 Million" small businesses.

Wade Foster, CEO of Zapier, reveals how a Startup Weekend project became a fully remote company powering 81B+ automations. Topics include bootstrapping, remote culture, and AI's future.

Siqi Chen, CEO of Runway, discusses reimagining finance tools with AI and design. The 3x founder shares lessons from gaming, startups, and building intuitive financial forecasting software.

Jean-Denis Greze, former CTO of Plaid and co-founder of Town, discusses scaling fintech infrastructure, building developer products, and AI-driven tax solutions for small businesses.

Josh Reeves, CEO of Gusto, shares how he built a category-defining HR and payroll platform serving 400,000+ businesses. Topics include unconventional leadership and customer engagement.

Travis Hedge, Co-founder of Vouch Insurance, discusses building insurance products for startups, his background at SVB Capital, and lessons in scaling a fintech company.

Aaron Levie, CEO of Box, shares how he built a $1B revenue company from his dorm room. Topics include pivots, IPO preparation, competing with Microsoft, and innovation strategy.

Immad Akhund, CEO of Mercury, discusses building a banking platform for startups, leadership lessons, and work-life balance as a repeat founder.

Christina Cacioppo, CEO of Vanta, shares how she built a $2.45B security compliance company. Topics include early pivots, scaling customer success, and founder ambition.

Kayvon Beykpour (Periscope, Twitter) discusses M&A, fundraising, and finding product-market fit with Digits CEO Jeff Seibert. The 3x founder shares lessons from growing Periscope to 100M users.