Episode #266 Fireside Chat with Barry Ripes President and Co-Founder of PrivateCap

🎙 Fireside Chats with Jesse | Barry Ripes of PayNet In this episode of Fireside Chats with Jesse, I’m joined by Barry Ripes of PayNet for a wide-ranging and honest conversation about building companies, navigating growth, and lessons learned from decades in equipment finance and data-driven decisioning. Barry shares his career path, how PayNet was built from the early days into a platform many in the industry know well, and what it really looks like to grow a business through multiple stages—startups, partnerships, scale, and change. We talk candidly about leadership, culture, mistakes made along the way, and why relationships and fundamentals still matter, even as technology and data continue to reshape equipment finance. This Fireside Chat is especially valuable for anyone who has: Built (or is building) a company in equipment finance Lived through growth, pivots, and tough decisions Worked with industry data, credit, and risk analytics Learned leadership the hard way—by doing Topics we cover include: Barry’s background and career journey The early days and growth of PayNet Scaling a business and navigating partnerships Leadership lessons from startups and exits Industry perspective from years in the market As always, Fireside Chats are informal conversations with people who care deeply about this industry and the people in it. 📌 Subscribe for more Fireside Chats with leaders across equipment finance