On this episode of Think Small, we sit down with Bob Coppedge, founder and CEO of Simplex IT, for a candid conversation that spans four decades of tech evolution—from the early days of automating payroll to today’s AI-driven, data-first world. Bob breaks down why staying “on top” of IT is a myth, how small and mid-sized businesses can responsibly adopt AI without chasing hype, and why process—not products—is the real differentiator. We also dive into his entrepreneurial leap in 2007, his hard-earned lessons on failure, risk, and probability, and the cultural reset that transformed his company from burnout and imbalance to accountability and alignment. It’s a sharp, funny, and refreshingly honest look at leadership, technology, and building a business that actually works.

Connect:

Website: https://www.simplex-it.com/

LinkedIn: https://www.linkedin.com/in/rlcoppedge/