In this episode, Ben and Todd sit down with Michael Klein, Executive Vice President of Personal Insurance at Travelers. Michael shares his 35-year journey through the industry from actuary to executive leader and opens up about setbacks, leadership, early career talent, digitization, and why insurance is one of the most misunderstood but meaningful careers in America.
Main Talking Points
• Michael’s path from math major to actuary to EVP
• Career setbacks, resilience, and leadership insights
• Travelers strategy and the future of personal lines
• Digitization in the independent agent channel
• Why insurance is misunderstood and why it matters
• Early career talent, internships, Gamma Iota Sigma
• Agency and carrier partnership opportunities
• Stewardship, legacy, and investing in the next generation
