In this final podcast episode, Reid reflects on his journey, including his early years, a career in insurtech, the connections he has forged, his roles as a podcast host, CEO, and entrepreneur, and the lessons he has learned along the way.

As Reid steps into a new chapter – mastering music and inspiring passion – he leaves behind a legacy that challenges us all to think bigger, connect deeper, and embrace innovation. Tune in to hear Reid in the hot seat with Jim Hackbarth, a retired industry expert and former CEO of Assurex Global (and a well-known guest on the podcast).

Episode Highlights

• Laguna Beach skateboarding roots and forest ranger ambitions (1:00)
• Construction, landscaping and the value with your hands (8:06)
• Solving insurance issues with technology (9:30)
• Reid’s evolving understanding of leadership (21:18)
• How does Reid define success (36:11)
• Fun: cars, dirt bikes, boats, freediving, spearfishing, camping, and more (38:55)
• Reminiscing on what will be missed about Ivans and Applied (46:00)