The Insurance Technology Podcast

The Insurance Technology Podcast

The Insurance Technology Podcast brings together interesting people from across the insurance ecosystem to discuss and debate technology’s impact on insurance products, businesses, and the industry. While “InsurTech” seems like the buzzword of choice these days, insurance technology has been around for decades. As a true believer that the past informs the future, podcast host Reid Holzworth speaks to both insurance industry “godfathers” – the original innovators who paved the way for tech at a time when bell-bottoms were still in fashion – and today’s trailblazers, who are busy disrupting one...

Author

The Insurance Technology Podcast

Category

Technology

Podcast website

www.insurtechpod.com

Latest episode

Oct 31, 2025

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Episodes

Filling the Funnel with Good Leads 03.03.2023

In this episode of The Insurance Technology Podcast, Reid sits down with Jay Eshelman, president of small business, personal lines & affinity at Gallagher Select, to talk about the many hats he wears. Tune in to be inspired by Jay’s story of finding insurance, discovering “pockets of greatness” in the small business market, and how he fills the funnel with good leads. Episode Highlights Fallin...

Planting the Seeds for Start-Up Success 17.02.2023

In this episode of The Insurance Technology Podcast, Reid sits down with Talage CEO & Co-Founder Adam Kiefer at the Big “I” InsurTech Summit to get to know him and learn about his journey into insurtech.  Tune in to hear how Adam’s work and personal experiences helped plant the seeds for success in leading an insurtech start-up. Episode Highlights ·         Finding a calling in football (4:51)...

The Math Behind the Producer Availability Challenge 03.02.2023

In this episode of The Insurance Technology Podcast, Reid speaks to Trustedchoice.com CEO Chip Bacciocco about what Chip has coined the “producer availability challenge.” Get ready to learn the math behind the producer availability challenge and the formula needed to solve it. Episode Highlights Coining the term “producer availability challenge” (1:00) When prospects lose confidence (5:34) Is sale...

Changing the Bait: Switching Strategies for Success 20.01.2023

In this episode of The Insurance Technology Podcast, Reid speaks to Trustedchoice.com CEO Chip Bacciocco about his fishing hobby as a kid, how he stumbled into insurance and found his passion, the influence of his mentors, the transformation of Trustedchoice.com, and more. Catch this episode to find out how Chip changed the bait and switched strategies for success – going from Wall Street dreams t...

In the Hot Seat with Chip Bacciocco 06.01.2023

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley puts Chip Bacciocco, CEO of TrustedChoice.com, in the hot seat with rapid-fire questions to give you a sneak peek into some fun facts about Chip before the full-length episode is released. 

Cheers to the New Year: Best of Spirits 20.12.2022

In this episode of The Insurance Technology Podcast, Reid and co-host Christen Kelley recap highlights from 2022, and discuss what’s ahead for 2023. As a bonus for some holiday inspiration, we’ve compiled every guest’s favorite cocktail. Grab your favorite and toast with us to the new year!

Takeover: Reid’s Away, Christen and Mike Play Commercial Lines 09.12.2022

In this episode of The Insurance Technology Podcast, co-host Christen Kelly and Mike Albert, co-head of Ivans Innovations Lab and founder of Ask Kodiak, take over as hosts to talk about Applied Net 2022. Included are highlights of “The Future of Commercial Lines at Applied” panel led by some of the top names in insurtech. Get cozy, settle in, and hear the best insights from this exciting discussio...

The Power of Two Insurtech Forces 11.11.2022

In this episode of The Insurance Technology Podcast, recorded at ITC Vegas, Reid meets up with Raghav Tanna, co-founder of Tarmika and now Applied Systems’ SVP of Small Commercial Lines, to talk about the Applied acquisition of Tarmika, post-acquisition plans, and the future of insurance technology. Settle in, get cozy and learn how combining the power and resources of two industry leaders will ch...

Tanna Family Values with Raghav Tanna 28.10.2022

In this episode of The Insurance Technology Podcast, recorded at ITC Vegas, Reid meets up with Raghav Tanna, co-founder of Tarmika and now Applied Systems’ SVP of Small Commercial Lines, to talk about how passion for the insurance industry runs in the Tanna family, the impact of commercial rating platforms and technology, and the early days of Tarmika. Raghav’s story might not be creepy and kooky,...

In the Hot Seat with Raghav Tanna 14.10.2022

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley puts Raghav Tanna, co-founder of Tarmika and now Applied Systems’ SVP of Small Commercial Lines, in the hot seat with rapid-fire questions to give you a sneak peek into some fun facts about Raghav before the full-length episode is released. 

Take to the Sky: Piloting Insurtech Innovation 30.09.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Jason Griswold, co-founder and CEO of REIN, about how REIN started, why solving the right problems leads to better solutions, and why confidence can go a long way. Join us for a bird’s eye view of how Jason followed his passions and created an all-new company.   Episode Highlights ·          Drones and insurance (00:55) ·         ...

Hold the REINs: From Racetrack to Reinventing Insurtech 16.09.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Jason Griswold, co-founder and CEO of REIN about how he transformed from a farm boy to a jockey, to a pilot, to an entrepreneur. You’ll want to grab the reigns and hold on tight to get the who, what, and where of Jason’s adventure into insurtech.  Episode Highlights ·         Where did Jason grow up? (1:37) ·         What Jason wa...

In the Hot Seat with Jason Griswold 02.09.2022

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley puts Jason Griswold, co-founder and CEO of REIN, in the hot seat with rapid-fire questions to give you a sneak peek into some fun facts about Jason before the full-length episode is released. 

Best-Of: Advice for Startups 19.08.2022

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley cherry-picks the best insights from previous guests. She’s compiled all their golden advice for entrepreneurs and startups in one enlightening show. Tune in to learn from masters who have done it before, including wisdom from Reid and Christen. 

Candy, Celebs and Commercial Lines, Oh My! 05.08.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Alan Ringvald, co-founder and CEO of Relativity6, about what candy, celebrities, and Commercial Lines have in common (hint: it rhymes with talon). Strap in for the second half of Alan’s insurtech wild ride and learn how Relativity6 is making waves in Commercial underwriting, along with Alan’s insights into what’s on the horizon. E...

An American Tale: Alan Goes to Google 22.07.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Alan Ringvald, co-founder and CEO of Relativity6, about his journey from a child of immigrants to creating his own apps, and later becoming a young tech professional working for Google. You don’t want to miss this incredible backstory. If you ever wanted to do something, Alan has probably already done it.  Episode Highlights What...

In the Hot Seat with Alan Ringvald 08.07.2022

In this episode of The Insurance Technology Podcast, podcast co-host Christen Kelley, puts Alan Ringvald, co-founder and CEO of Relativity6, in the hot seat with rapid-fire questions to give you a sneak peek into some fun facts about Alan before the full-length episode is released.  About the Guest Alan Ringvald is a 3-time founder, former Googler, and MIT grad. His current company, Relativity6, i...

Insurtech Boston 2022 Takeover: Part 2 24.06.2022

In this episode of The Insurance Technology Podcast, Mike Albert and Allan Egbert continue their host takeover to talk about this year’s Insurtech Boston. A Commercial Lines discussion led by some of the top names in insurtech and Q&A from audience members are included. Settle in and turn up the volume for some hot takes and highlights from this exciting panel recap. Featured panelists include...

Insurtech Boston 2022 Takeover: Part 1 10.06.2022

In this episode of The Insurance Technology Podcast, Mike Albert and Allan Egbert, co-heads of Ivans Innovations Lab and founders of Ask Kodiak, take over as hosts to talk about this year’s Insurtech Boston. Included is a discussion of “Broker Technology Adoption” led by some of the top names in insurtech. There’s no need to feel any FOMO; we’ve got the event highlights right here! Featured paneli...

Heavy Is the Crown with Will Shaw 27.05.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Will Shaw, CEO of Better Agency, about the burdens of being an entrepreneur and the characteristics of being a true leader. Tune in to gain insights into Will’s dream scenarios for independent insurance agencies, advice for fellow startups or entrepreneurs dreaming of launching a startup, and the difficulties of being a business o...

From Eagle to Phoenix: Reinventing Passions with Will Shaw 13.05.2022

 In this episode of The Insurance Technology Podcast, Reid speaks to Will Shaw, CEO of Better Agency, on how Will reinvented his passion, shifting from the NFL® to innovating insurtech. Settle in to hear about his transformation from professional athlete to entrepreneur, the creation of Better Agency, and tech talk about the future of insurance.   Episode Highlights ·          Will’s transition in...

Fly Like an Eagle Into Insurtech with Will Shaw 29.04.2022

In this episode of The Insurance Technology Podcast, Better Agency CEO Will Shaw shares the story behind his career before insurtech – playing football in the NFL®  for the Philadelphia Eagles® . Get ready for an inspiring story about Will's transition from the east coast to the west coast, his interest in his father's government career, and how he persevered to become a professional foo...

In the Hot Seat with Will Shaw 15.04.2022

In this episode of The Insurance Technology Podcast, we are Introducing minisodes and a new cohost! Christen Kelley, Director of Marketing at IVANS, is new to you but has been hard at work behind the scenes since the launch of this podcast. Join Christen as she puts Will Shaw, CEO of Better Agency, in the hot seat with rapid-fire questions to give you a sneak peek into some fun facts about Will be...

The Mighty Duck Creek with Doug Roller 01.04.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Doug Roller, cofounder of Duck Creek Technologies, about creating the industry-leading company including the major players, hurdles and milestones, and all the hard lessons learned along the way. Turn up the volume and settle in to hear the whole story of Duck Creek Technologies from someone who was there from the beginning.  Epis...

Just Add a Bit of Magic with Doug Roller 18.03.2022

In this episode of The Insurance Technology Podcast, Reid speaks to Doug Roller, cofounder of Duck Creek Technologies, about Doug’s childhood in Texas, how he got into insurtech, and the creation of Micro-Magic Systems, one of the first comparative raters. Tune in to hear how just a bit of magic and a lot of passion and curiosity helped build one of the largest insurtech companies today. Episode H...

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