All Episodes

September 19, 2024 93 mins

In this episode of The Insurance Technology Podcast, Reid chats with Send Chief People Officer Pat Caldwell about his early lessons in leadership, work ethic, acceptance and culture that influenced his career trajectory.

Tune in to hear how Pat’s aspirations evolved, from wanting to become a paramedic to going to law school and eventually sending off his good startup culture vibes within the HR insurtech space for an underwriting platform.

Episode Highlights

  • Documenting culture and leadership tips as an author (1:08)
  • Venturing into insurtech HR at Send (1:11)
  • Giving back, realizing work is not your identity (1:27)
  • Reminiscing on first-job lessons and “vintage” video stores (12:56)
  • Starting in HR at a large Australian mining company (24:09)
  • Leaving for London and entrepreneurial dreams (33:27)
Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

24/7 News: The Latest

24/7 News: The Latest

The latest news in 4 minutes updated every hour, every day.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.