Riding the Waves of Change
The Insurance Technology Podcast - Oct 31, 2025
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)
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