Philosophy in Insurance: Bryan Falchk

What happens when you mix philosophy with insurance? You get a conversation that slows things down - that asks not just what we do, but why we do it.

In this episode, I sit down with Bryan Falchuk, founder of Insurance Evolution Partners, President & CEO of PLRB, author, TEDx speaker, and one of the genuinely good humans in our industry.

We talk about the strange and beautiful overlaps between philosophy and insurance - about control, perception, leadership, and the quiet discipline of doing the right thing, one day at a time.

Bryan opens up about his early fascination with problem-solving, the philosophical grounding behind his books The 50 75 100 Solution and Do a Day, and how those ideas show up in his leadership today. We dive into Stoicism, motivation, modern insurtech, and the simple truth that perception shapes everything, from customer experience to culture.

This isn’t a technical discussion. It’s about the humans behind the spreadsheets and strategies. It’s about how we think, how we lead, and how we make meaning in a business that’s built on uncertainty.

If you’ve ever wondered what philosophy has to do with insurance, or why thoughtful people stay in this industry for decades, this episode might give you a few answers, or at least better questions.

What we cover;

• The story of how Bryan first found his way into insurance (and why he stayed)
• How philosophy - and even a little accidental Stoicism - shapes his leadership and perspective
• The importance of perception in business and relationships
• The danger of hubris in both insurers and insurtechs
• Why “owning your 50%” changes everything
• And how doing a day at a time still matters when you’re running at full speed

A few moments to listen for;

• When Bryan and I talk about what “control” really means
• His take on what insurance enables in the world
• The part about people who hate you, and why that’s sometimes a good thing
• How philosophical ideas like presence and perception play out in claims and leadership

Links & Resources

• BryanFalchuk.com
  — Bryan’s site, books, and TEDx talks
• Future-of-insurance.com
  — for his industry series
• "The 50 75 100 Solution" and "Do a Day" — available wherever you buy books

Humanizing Insurance is bought to you by Daniel Grimwood-Bird. It's a passion project, driven by the evergreen phrase 'Insurance is a people industry'.

Through each conversation, we explore the stories, experiences, and ideas that make our world of insurance more human - from the pioneers and innovators shaping its future to the quiet leaders who hold its traditions together.

This podcast exists to remind us that behind every policy, premium, and claim is a person, someone making decisions, taking risks, and protecting what matters most.

If these stories resonate with you, please follow the show, leave a review, and share it with a colleague or friend who still believes in the people side of this business.

You can also connect with Daniel on LinkedIn to continue the conversation, recommend guests, or request a topic that you'd like to know more about.

Humanizing Insurance — one conversation at a time.