Agency Intelligence

The Executive Sessions: Ryan Westerman, President at AndDone

Executive Sessions are all about humanizing the C-suite, and this one does just that. Jason sits down with Ryan Westerman, President at AndDone, to talk about his path from physics major to payments innovator, the lessons that shaped his leadership, and how AndDone is changing the way agents get paid. What starts as a career story unfolds into an honest look at communication, responsibility, and the human side of leading a growing company.

Key Topics:

• Ryan’s journey from physics and public administration to leading a fintech company in insurance

• How a Pepsi bottling job sparked his entry into payment facilitation and technology innovation

• The birth of AndDone and its mission to simplify premium collection for agents

• Why Ryan believes technology and business models must evolve together

• Lessons from early mentors on communication, clarity, and explaining ideas that inspire buy-in

• The human side of executive leadership and carrying the weight of others’ livelihoods

• What’s next for payments, AI, and data in the insurance ecosystem

Reach out to:

• Ryan Westerman

• Jason Cass

Visit Website:

• AndDone

• IPFS

• Agency Intelligence

Produced by PodSquad.fm