Podcasts//The Insurance Technology Podcast
The Insurance Technology Podcast

The Insurance Technology Podcast

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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 ...
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Riding the Waves of Change

Riding the Waves of Change

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...

Whisking Together Industry Event Insights

Whisking Together Industry Event Insights

Oct 3, 2025·

In this podcast episode, Reid whisks together a rich discussion about the essential ingredients of unforgettable industry events with experts Bryan Falchuk, President and CEO of PLRB; Chip Bacciocco, CEO of...

The Honda Civic of the Insurance World

The Honda Civic of the Insurance World

Aug 1, 2025·

In this podcast episode, Reid talks with a returning guest – Luke Magnan, co-founder and CIO of Combined Ratio Solutions. Luke believes that core insurance software should be accessible and affordable, much like the...

Flying Solo: If I Had a Magic Wand…

Flying Solo: If I Had a Magic Wand…

Jul 11, 2025·

Ever wish you could wave a wand and solve the insurance industry's biggest headaches? In this solo episode, Reid dives into a conversation inspired by guest-proposed ideas about what they would change if they had a...

Creating Lasting Momentum in Insurtech

Creating Lasting Momentum in Insurtech

Jun 27, 2025·

In this episode of The Insurance Technology Podcast, Reid chats live in New York at Insurtech Insights with Peter Germanov and Michael Lebor, the CEO and president of Momentum by NowCerts. Tune into their candid...

Next-Level Insurance Insights

Next-Level Insurance Insights

Jun 6, 2025·

In this episode of The Insurance Technology Podcast, Reid chats live with Curt Stevenson, Head of Operations at Next Insurance, in the vibrant city of Boston. Join us for an exciting episode of the Insurance Technology...

Flying Solo: Modernizing Insurance with AI and More!

Flying Solo: Modernizing Insurance with AI and More!

Mar 6, 2025·

In this episode of The Insurance Technology Podcast, co-host Christen Kelley puts Reid in the hot seat to explore the transformative trends shaping the Insurtech landscape in 2025. Tune in to hear Reid fly solo as the...

On a Mission to Transform Digital Payments

On a Mission to Transform Digital Payments

Feb 7, 2025·

In this episode of The Insurance Technology Podcast, Reid chats with Applied Pay President Chase Petrey about Chase’s journey from the snow-capped mountains of Salt Lake City to his success in insurtech. Join them as...

Leading in the Trenches and Honoring Family Sacrifices

Leading in the Trenches and Honoring Family Sacrifices

Jan 24, 2025·

In this episode of The Insurance Technology Podcast, Reid chats with Michael Vega-Sanz, co-founder of Lula and co-founder & President of GAIL, to hear about his unique upbringing on a Miami farm and how early...

An Entrepreneurial Spirit that Started in Middle School

An Entrepreneurial Spirit that Started in Middle School

Jan 10, 2025·

In this episode of The Insurance Technology Podcast, Reid chats with Niji Sabharwal, co-founder and CEO of AgentSync, in an engaging conversation that blends culture, creativity, and cutting-edge technology. Need some...

The Insurance Technology Podcast’s Year-End Wrap

The Insurance Technology Podcast’s Year-End Wrap

Dec 23, 2024·

Ready to reflect on a transformative year and gear up for even bigger tech leaps in 2025? Our latest podcast episode with Reid Holzworth and co-host Christen Kelley is your perfect year-end roundup. We'll dive into the...

Best of Giving Back

Best of Giving Back

Nov 15, 2024·

In this exciting episode of The Insurance Technology Podcast, co-host Christen Kelley highlights some of the inspiring stories of giving back that we’ve gathered from our incredible guests this year. Join us as we...

The Insurance Guy Behind Portal Insurance

The Insurance Guy Behind Portal Insurance

Nov 1, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Bradley Flowers, founder of Portal Insurance and co-host of the Insurance Guys Podcast, to explore how family influences, personal struggles, and...

From Shy, Small-Town Kid to Insurance VP

From Shy, Small-Town Kid to Insurance VP

Oct 18, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Jack Ramsey, the vice president of agent channels at NEXT Insurance, to dive into Jack’s life journey – from his humble beginnings as a shy kid in a...

Cultural Pride and Personal Drive

Cultural Pride and Personal Drive

Oct 4, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Leticia Trevino, COO at Heffernan Insurance Brokers, to discuss Leticia’s remarkable story, from growing up in the San Francisco Bay Area to a...

From Dreams of Flight to Insurance Heights

From Dreams of Flight to Insurance Heights

Sep 20, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Adam Denninger, global industry lead for insurance at Capgemini, to discuss everything from musical interests and fighter jet dreams to an...

Sending Off Good Startup Culture Vibes

Sending Off Good Startup Culture Vibes

Sep 19, 2024·

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...

Flying Solo: Reid Hits the Road

Flying Solo: Reid Hits the Road

Sep 6, 2024·

In this episode of The Insurance Technology Podcast, co-host Christen Kelley puts Reid in the hot seat to look back at a summer packed with fun and zoom ahead to a season brimming with industry events. Tune in to hear...

Finding Tuxedo Moments to Sail into Success

Finding Tuxedo Moments to Sail into Success

Aug 9, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Jason Cass, managing partner of the Insurance Alliance and founder of the Insurance Podcast Network, to share Jason’s story of entrepreneurship that...

Driven with the Soul in the Driver’s Seat

Driven with the Soul in the Driver’s Seat

Jul 12, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Dr. Douglas Brackmann, author and psychologist, for a deep conversation about neurodivergence related to being what Dr. Doug calls “driven.” Tune in...

From Salt Lake Serenity to the Startup Scurry

From Salt Lake Serenity to the Startup Scurry

Jun 28, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Fenris CEO and Founder Jen Linton for another insightful interview live from House of Blues at Insurtech Boston ’24. Tune in to get inspired to dream...

Chasing the Challenge

Chasing the Challenge

Jun 13, 2024·

In this episode of The Insurance Technology Podcast, Reid chats with Surround Insurance CEO and Co-founder Kate Terry for an engaging conversation from Insurtech Boston ’24. Tune in to get to know Kate, from her Boston...

A Live Panel Recap from Insurtech Boston ‘24

A Live Panel Recap from Insurtech Boston ‘24

May 30, 2024·

In this episode of The Insurance Technology Podcast, Reid covers key post-event takeaways from Insurtech Boston ’24, captured live from House of Blues with Nick Lamparelli, managing partner of Insurance Nerds, and...

Flying Solo

Flying Solo

May 17, 2024·

In this episode of The Insurance Technology Podcast, co-host Christen Kelley puts Reid in the hot seat for the first time in a new format we will occasionally use. Reid shares his thoughts on current industry topics...

Best of Reid Holzworth

Best of Reid Holzworth

May 3, 2024·

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley picks some of the best insights from host Reid Holzworth as we celebrate the podcast’s third anniversary today! With more than 70...

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