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October 21, 2025 30 mins

Steve Anderson on Embracing AI in Insurance & Overcoming Tech Frustrations | Connected Conversations

In this episode of the Connected Conversations in Insurance podcast, host Ray Huang of Canopy Connect welcomes Steve Anderson, an experienced insurance professional, co-founder of Catlett, and author of The Bezos Letters. Steve shares his journey in the insurance industry, his firsthand experiences with early tech solutions, and his insights on embracing AI in the insurance sector. He discusses the common frustrations agencies face with tech adoption, the importance of risk-taking, and the transformative potential of AI. Steve also provides practical advice for agencies looking to start leveraging AI to improve efficiency and stay competitive.

Tune in for valuable insights on technology, AI strategy, and the future of the insurance industry.

00:00 Introduction and Guest Welcome

00:55 Steve Anderson's Journey into Insurance

01:51 Early Technology Adoption in Insurance

02:43 Consulting and Technology Evolution

04:46 Challenges in Technology Adoption

12:13 The Role of AI in Insurance

14:04 Practical AI Tools for Agencies

22:21 Overcoming Resistance to AI

26:16 Future of AI in Agency Management

28:00 Final Thoughts and Recommendations

29:53 Closing Remarks and Contact Information

Connect with Steve Anderson:

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

The Bezos Letters: https://thebezosletters.com/

Website: https://steveanderson.com/about/

Canopy Connect: https://www.usecanopy.com/agencies

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