
Profiles in Risk
The largest insurtech podcast going on 500+ episodes. This is not your grandpa's insurance industry!
Latest episodes

May 9, 2025 • 44min
Wendy Davis Johnson, Author of Brian Duperrealt Biography - PIR Ep. 671
Tony chats with Wendy Davis Johnson, Author of "Faith & Purpose: The Life and Vision of Insurance Icon Brian Duperrealt. A cannot miss conversation about the most important insurance biography of our time.Wendy Davis Johnson: https://www.linkedin.com/in/wendy-davis-johnson-b2040a34/Faith & Purpose: https://duperreaultbio.com/how-to-order-faith-purpose/Video Version: https://youtu.be/z_SAzTGvBYs

May 1, 2025 • 37min
Josh Schlessinger, President, CEO & CoFounder at Continue On - PIR Ep. 670
Tony chats with Josh Schlesinger, President, CEO & CoFounder at Continue On, it started as a SAAS platform licensed to auto insurance companies to disrupt the rental reimbursement space using Uber and Lyft instead. They have since transitioned instead of offering it as part of the claims process, now it's offered as Continued Mobility for side of the road situations to get the insured off the side of the road quickly. Traditional roadside assistance picks up your car, but doesn't get you home. They started offering it as an additional benefit for the customers of their MGA and they now offer it through other MGAs and carriers. Currently operating in 8 states with 300k+ policies in force.Josh Schlesinger: https://www.linkedin.com/in/josh-schlesinger-32450b84/Video Version: https://youtu.be/mdp1ZLOPaTo

Apr 30, 2025 • 22min
Will Ross, CEO and Co-Founder at Federato - PIR Ep. 669
Tony catches up with Will Ross, CEO and Co-Founder at Federato about two incredible new products Federato is launching. Federato is an underwriting platform focused on helping organization win the right deals faster and help you systematize winning. Will digs deep into their two new products: Submission Triage and Orchestrate.Will Ross: https://www.linkedin.com/in/williamross826/Federato: https://www.federato.ai/Prio episode of Federato: https://youtu.be/0cY7D_uFO1wVideo Version: https://youtu.be/n8ju4SXvsWQ

Apr 29, 2025 • 34min
Mark Miller, Founder at InsureVision.AI - PIR Ep. 668
Tony chats with Mark Miller, Founder at InsureVision.AI, they are a state of the art transformer AI which turns video into a measure of risk which helps you understand driver claims, improve driver quality, save lives, save money, and make your community safer.Mark Miller: https://www.linkedin.com/in/mark-miller-81a89b149/InsureVision.AI: https://insurevision.ai/Video Version: https://youtu.be/YQk6heUL_3w

Apr 29, 2025 • 25min
Dan Roselli and Sara Garces Roselli at Rev Tech Labs - PIR Ep. 667
Tony chats with Dan Roselli and Sara Garces Roselli at Rev Tech Labs, a vertically focused fintech and insurtech accelerator program. They are on cohort 22! They recruit people from all over the world to start their business and grow!Dan Roselli: https://www.linkedin.com/in/danielroselli/Sara Garces Roselli: https://www.linkedin.com/in/sarag1/Rev Tech Labs: https://www.revtechlabs.co/Video Version: https://youtu.be/692vdlIbrWw

Apr 24, 2025 • 50min
Arvind Sontha, Founder and CEO at Kyber - PIR Ep. 665
Tony chats with Arvind Sontha, Founder and CEO at Kyber, AI native document generation and delivery platform that helps claims teams instantly draft, review, and send claims forms and correspondence, especially complex claims letters. Then you backstop that with a full highly auditable, deeply transparent, integrated real-time collaborative editor, review workflow and it manages the whole process. A conversation you should not miss!Arvind Sontha: https://www.linkedin.com/in/arvind-sontha/Kyber: https://www.askkyber.com/Video Version: https://youtu.be/thkowZc3z6w

Apr 24, 2025 • 50min
Kyle Geoghan, Co-Founder and CEO at Indemn - PIR Ep. 664
Kyle Geoghan, Co-Founder and CEO at Indemn, an AI agents platform focused solely on insurance enabling MGAs, insurance carriers, and brokerages to build AI agents that people can call, text, or email to help with sales and service workloads. This is not only an amazing technology, but also an amazing conversation. You don't want to miss this one!Kyle Geoghan: https://www.linkedin.com/in/kylegeoghan/Indemn: https://www.indemn.ai/Video version: https://youtu.be/2F4mT0n1bOg

Apr 22, 2025 • 35min
NavaJeevan Rajaiah, Founder & CEO at InsOps - PIR Ep. 663
Tony chats with NavaJeevan Rajaiah, Founder & CEO at InsOps, an insurtech focused on helping P&C insurers fully transition data away from legacy systems. They help their customers sunset their legacy system by taking their data from the old system and seamlessly putting it into the modern platform of their choice. Using AI they do it exponentially faster and more cost effectively and can get you to the point where you can actually pull the plug on the old AS/400!NavaJeevan Rajaiah: https://www.linkedin.com/in/navajeevan-rajaiah-bb67903/InsOps: https://insops.com/Video Version: https://youtu.be/COiq1xj3y6Y

Apr 21, 2025 • 36min
Catrin Townsend, Director of Education at PriceWriters and Author - PIR Ep. 662
Catrin Townsend, Director of Education at PriceWriters and Author of "A Risky Business: An Actuary's Guide to Quantifying and Managing Risk in Society". We talk about her career, how she fell in love with insurance, especially the actuarial profession, and her book.Catrin Townsend: https://www.linkedin.com/in/catrin-townsend-608b44234/A Risky Business: https://amzn.to/4irPTzmPrice Writers: https://pricewriters.com/Prior Episode about Price Writers: https://youtu.be/K9Wnp-MnVEs?si=y8gAXVI4O-iSrkrmVideo Version: https://youtu.be/eQatIM2LmpQ

Apr 18, 2025 • 24min
Shannon Elsea, Founder SettlementDoneEasy - PIR Ep. 661
Tony chats with Shannon Elsea, Founder SettlementDoneEasy. Checks have largely disappeared in the regular economy, but they continue to be the norm in paying out insurance settlements in attorney-represented claims. The process hasn't changed much in decades and that's what SettlementDoneEasy fixes. Last year in the US, over $1 billion worth of checks were stolen in the snail mail and sold on the dark web. 55% of all paper checks written last year were written by insurance carriers! SettlementDoneEasy provides a secure digital system to completely get rid of paper checks in the attorney-repped claims process!Shannon Elsea: https://www.linkedin.com/in/shannon-elsea-3265a5126/SettlementDoneEasy: https://SettlementDoneEasy.comVideo Version: https://youtu.be/B35eMW9yRkw