The Insurance Technology Podcast

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...

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 TrustedChoice.com (now a part of the Momentum family); Christen Kelley, podcast co-host and VP of Marketing at Ivans; and Jim Hackbarth, a retired industry expert and former CEO of Assurex Glob...

  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 dependable Honda Civic. Tune in to hear Luke’s vision: to empower insurance companies by simplifying their operations without breaking the bank (and more). Episode Highlights Catc...

  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 magic wand. With a mix of hard truths, bold ideas, and passion, Reid breaks down what is holding us back and what could move the needle if we stopped playing by the same old rule...

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 conversation to dive into the stories that shaped who Peter and Michael are today and how they joined forces to create lasting momentum in Insurtech. Episode Highlights Setting the scene a...

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 Podcast, where we dive deep into the evolving insurance world. This episode is packed with unique insights and intriguing conversations that explore the trends shaping the industry...

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 guest for the first time in a while, sharing his point of view on everything from intelligent document processing to E&S, AI, the tech talent gap and much more! Episode Highligh...

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 they delve into the evolving payments industry and discuss innovative trends that are influencing its future. Chase also shares fascinating life stories, including his move to Washing...

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 experiences fueled his entrepreneurial spirit.  Tune in to hear Michael’s captivating stories of tinkering with lawnmowers, exploring his rural surroundings, growing up and collaborating...

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 inspiration to keep momentum with your New Year’s resolutions? Tune in to hear about Niji’s ambitious spirit, from selling candy in middle school to the journey that eventually led h...

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 standout moments from 2024, from groundbreaking technologies that shifted the industry to the invaluable insights shared by our amazing guests. Join us for a forward-thinking c...

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 explore the heartwarming ways our guests are making a difference—from lending a helping hand to their neighbors to tackling hunger relief to championing under-represented founders to eng...

  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 triumphs paved the way for a successful career.   Grab a cup of coffee, sit back, and listen as they unravel the challenges of business ownership and the beauty of building meaningful...

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 small town to his pivotal role at NEXT Insurance.  Tune in to hear how Jack broke through his shyness to create an impact in the insurance industry for a fully digital carrier and is...

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 thriving 24-year career at Heffernan. Tune in to dive into the intricacies of the insurance technology landscape, the challenges and triumphs of leading a major organization, and the impo...

 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 appreciation for history and a passion for insurtech.  Tune in to hear about Adam’s dream of going into flight as a fighter jet pilot in the US Air Force evolved into entering the world of in...

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 in...

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 about Reid’s upcoming work travel adventures and learn about some of the latest trends and news, including the buzz around the Applied Systems/Planck acquisition. Episode Highlights...

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 started at an early age on a business venture to milk cows and has led to being a successful insurance entrepreneur. Get ready for these two podcast hosts and insurance gurus to disc...

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 to hear how Doug self-identified as neurodivergent and driven at a young age, and how seeing a psychologist drove him to inspire others to put their soul in the driver’s seat.  Episo...

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 big as we explore Jen’s journey from growing up in a large family in the Salt Lake City suburbs, becoming a microbiologist, obtaining her MBA, and founding an insurtech startup. Epi...

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 upbringing and work ethic that started at an early age to a new passion for tap dancing and how she’s always chasing a challenge. Episode Highlights ·       Boston roots (1:01) · ...

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 Charles “Chip” Bacciocco, CEO of TrustedChoice.com. Get ready to be inspired as these three insurtech thought leaders reflect on the event topics, comparing insurance to hide-and-seek, s...

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. Tune in to hear Reid fly solo as the guest, sharing his point of view on the industry, from single sign-on solutions to connectivity challenges, transparency, fraud and more.  Episode...

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 episodes, Reid has interviewed a ton of industry greats, but he’s also shared a lot of his own passion and industry insights.  Tune in to get a glimpse into his passion for entrepreneu...