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Diary of an Insurtech

Rival Insurance Technology

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Diary of an Insurtech is your inside look at the world of insurance technology, brought to you by the team at Rival where innovation meets industry expertise. Hosted by Ellen Quinn, Stephanie Plangger, and Ashley Clouthier, we dive into the innovations and challenges shaping insurtech today. Smart conversations, real insights, and maybe a few laughs along the way!
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INVESTOLOGY: re-think investment management

George Aliferis, CAIA - reformed banker turned podcast producer

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Conversations that help you think about critical topics and principles of investment management. Each episode explores the technology, mythology, psychology, and narratology of investment management through interviews with an eclectic mix of guests: acclaimed authors, startup founders, thought leaders, and industry pioneers. Hosted by George Aliferis, a reformed investment banker and founder of Orama: a podcast and video studio for financial brands. https://www.linkedin.com/in/george-aliferi ...
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TechSurge: Deep Tech VC Podcast

Celesta Capital | Deep Tech Venture Capital Firm

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The TechSurge: Deep Tech VC Podcast explores the frontiers of emerging tech, venture capital, and business trends, with conversations tailored for entrepreneurs, technologists, and investment professionals. Presented by Celesta Capital, and hosted by Founding Partners Nic Brathwaite, Michael Marks, and Sriram Viswanathan. Email feedback and show ideas to [email protected]. Join us as we examine the next major tech cycle, uncover emerging global tech hubs, and analyze where VC investment d ...
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Insurtech Insider is a fortnightly show from 11:FS, hosted by 11:FS' Client Director and Insurance Lead, John Bean and co-hosted by Google's Nigel Walsh. Each show they pair are joined by a range of very special guests and experts in the insurtech space to talk about breaking news and hot industry topics. Whether you are an insurance beginner or an industry expert, the team will bring you right up to date on all things insurtech.
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Inside P&C: Unreserved

Inside P&C Editorial team

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Unreserved is the must-listen podcast from the insurance industry’s leading media and publishing group, featuring hard-hitting, wide-ranging conversations with industry leaders and top thinkers from retail, wholesale, reinsurance, InsurTech, and advisory businesses.
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The weekly Insurance Coffee House Podcast series is the place where you’ll be inspired by some of the most successful insurance business leaders on the planet. With each guest asked the same set of ten questions you’ll understand the recurring patterns and traits that make them successful. Covering morning routines, favourite success quotes and how they overcame their largest setbacks, they’ll give a personal insight in to what it takes to be a successful insurance business leader. This podc ...
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In the weekly webinar Aftershow, the focus was on mitigating risk in subcontractual relationships. Michael DeFelice presented on the importance of insurance requirements in construction contracts, emphasizing that typical contracts often need adjustments to address specific risks. This Aftershow discussion with Patrick Wraight and George Jack highl…
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Competition, growth, tariffs, hacks, AI – what does it take to be an effective leader today? John Chambers, former CEO and Executive Chairman of Cisco and founder of JC2 Ventures, joins TechSurge host Sriram Viswanathan to share valuable wisdom on leading and growing businesses through times of significant change. As a leader who has transitioned f…
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The development and growth of energy storage poses numerous opportunities and risks insurance and claims professionals should know about. Alex Degan with J. S. Held spoke with Claims Journal’s Don Jergler about energy storage and the implications all of the developments in that area. To read more expert viewpoints, visit https://www.claimsjournal.c…
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At RIMS RISKWORLD, Elizabeth Blosfield, Deputy Editor for Carrier Management, interviews Joann Balous, VP of Sales and Marketing for National Accounts at Travelers, about the latest trends in mergers and acquisitions (M&A) within the insurance sector. In this conversation, Joann highlights key findings from Travelers’ recent M&A survey, exploring r…
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In this interview from RIMS RISKWORLD, Elizabeth Blosfield, Deputy Editor of Carrier Management, speaks with Michael Von Gablenz, Head of Insure AI at HSB, about the difference between technical and nontechnical AI risks, how coverage is being designed to address them, and how insurance has historically enabled technological adoption. To sign up fo…
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In part two of this interview at RIMS RISKWORLD, Allen Laman continues his conversation with Jennifer Akre, Managing Partner at Tyson & Mendes, about the growing integration of AI in insurance defense. Tyson & Mendes focuses on insurance defense and litigation, and through its sister insurtech company, Schaefer City Technologies, helps insurance co…
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Special Live Podcast Episode! Join the Golfertainment crew – George Jack, Patrick Wraight, and Kevin Amrhein, – as they tee off on hurricane prep and its surprising connections to golf, rap, and insurance! 💥 🎤🎥 Special guest Curtis Goldsborough aka LO$$ RATIO (Insurtech Aficionado & 🎥 Creator) joins the conversation for an episode you won’t want to…
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How to address the pressing challenges facing the pension industry with technology. George Aliferis and Eve Read from Smart Pension explore the technological advancements and practical policy recommendations to improve pension outcomes. From UX, to education, communication, or "micro interventions" tune in to understand how Smart Pension is helping…
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In this discussion at RIMS RISKWORLD 2025, Elizabeth Blosfield of Carrier Management interviews Jeff Cohen, SVP, and Jim Blinn, VP of Client Solutions at Zywave, about the emerging risks linked to generative AI. They highlight the unexpected consequences AI poses to organizations, from shareholder dissatisfaction to privacy and intellectual propert…
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Andrea Wells from Insurance Journal reports from RIMS RISKWORLD 2025, where she speaks with Pete Kranz, SVP, Director of Risk Finance (ART) and Strategic Solutions at Alliant. They discuss the growth of ART solutions in the construction industry, including contractor-controlled insurance programs, subcontractor default programs, and builders risk. …
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At RIMS RISKWORLD 2025, Insurance Journal’s Allen Laman interviews Jennifer Akre, Managing Partner at Tyson & Mendes, about evolving litigation trends. Jennifer highlights her firm’s innovative approach to handling medical damages, focusing on under-the-radar risks in medical billing practices. She explains how Tyson & Mendes distinguishes between …
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Navigating cannabis regulations is straightforward—just follow the rules. But when it comes to hemp, it’s a whole different ball game. With limited state regulations, hemp businesses face uncertainty, making it crucial to adopt best practices like GMP (Good Manufacturing Practices) to stay ahead. However, the real risk comes from unscrupulous actor…
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Andrea Wells from Insurance Journal reports from RIMS RISKWORLD 2025, where she interviewed Ray Ash, EVP and Head of Financial Lines at Westfield Specialty. They discussed the latest changes in the risk management industry following the new administration’s policies. Key topics include the economic impact of tariffs, the SEC’s approach to digital a…
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Andrea Wells from Insurance Journal reports from RIMS RISKWORLD 2025, where she speaks with Patrick Thielen, Global Head of Cyber at Liberty Mutual Insurance. They discuss the evolving landscape of cyber risk, focusing on how policies are shifting from data breach coverage to operational risks like business interruption and data restoration. Patric…
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We uncover the massive impact Jack Bogle, the titan of the investing industry, had in reshaping the investing landscapes for the better, with Eric Balchunas author of the book 'The Bogle Effect.' From revolutionizing low-cost index investing, the birth of the RIA movement, to setting the stage for the future of asset management – learn how Bogle ha…
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Join top industry leaders on May 20th to explore AI integration, legacy system challenges, legal pitfalls, and the power of insurer-InsurTech collaboration – hosted by Carrier Management’s Deputy Editor Elizabeth Blosfield, Insurance Journal’s Vice President of Content, Andrea Wells, and Carrier Management Content Editor, Allen Laman. And don’t mis…
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What happens when small-to-midsize insurers get fed up with clunky, overpriced legacy systems? They build their own. In this episode of the Insuring Cyber Podcast, we dive into how James Benham, tech entrepreneur and JBKnowledge Founder, spotted a massive market gap and created a clean-sheet solution that’s automating workflows, slashing costs, and…
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In this episode of Diary of an Insurtech, we flip the mic and sit down with one of our own—Stephanie Plangger, VP of Product at Rival. Stephanie shares her journey into the insurance world, how her background in design shapes her approach to product leadership, and what she sees on the horizon for insurtech in Canada. From user experience to strate…
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As cannabis matures beyond its early days, one thing is clear: there’s no one-size-fits-all playbook. Each state is crafting its own unique rules based on local values—from public health to big business—leaving regulators scrambling for consistency. But the real disruptor? Federally legal hemp products flooding the market with little oversight, thr…
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Watch this special Aftershow episode with George, Patrick, Dr. Brenda Wells, and a great team of East Carolina University (ECU) Pirates for a quick discussion about the latest webinar all about parametric insurance. This is a first for the Academy. We have partnered with the Eastern Carolina University Risk Management and Insurance Program to prese…
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A major workplace challenge is basic human communication among the age groups. How can we create a workplace culture where all four working generations thrive? “Culture Doctor” Warren Wright returns to On Point with insights. Generational conflict impacts teamwork, productivity and retention. Workplace preferences are varied: Boomers and GenXers va…
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Insurance fraud runs the gamut from the mildly absurd to the deeply disturbing. In this candid conversation hosted by Claims Journal’s Don Jergler, industry expert Richard Wickliffe shares anecdotes ranging from a contractor caught bench pressing after a back injury claim to a harrowing true story involving kidnapping, identity theft, and attempted…
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Insurance fraud investigator Richard Wickliffe shares gripping stories and insights from his 25+ year career leading Special Investigation Units (SIUs), including experiences with organized crime, disaster-related scams, and humorous fraud attempts. Based in South Florida—a national hotspot for fraud—Wickliffe recounts cases ranging from shady cont…
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In this eye-opening episode of Insurance Journal’s Academy of Insurance After Show, host George sits down with Academy Director Patrick Wraight and cybersecurity expert Tom Wetzel to unpack the double-edged sword facing insurance agencies in 2025: AI and cybercrime. From AI-powered phishing schemes to the rise of threats, Tom dives deep into how fa…
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MIT President Emeritus Dr. Rafael Reif joins host Michael Marks for a discussion about the state of U.S. competitiveness in technology, university research funding, current immigration policy, and more. Reif explains why universities remain the innovation engines of economies, educating top talent and generating the foundational research that power…
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While recent elections brought both progress and setbacks for cannabis reform, the momentum hasn’t stopped. Advocates are pushing forward with expanded patient rights, consumer protections, and comprehensive legalization efforts in key states like Pennsylvania. However, growing pushback and attempts to weaken existing regulations are creating a ten…
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In this episode, tech entrepreneur and JBKnowledge Founder James Benham shares his journey from coding in his college dorm room to leading a multinational software company serving the insurance and construction industries. He opens up about the principles of bootstrapping, the inspiration behind his book, Be Your Own VC, and how lessons from his fa…
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Hurricane Season 2025 Could Be Brutal — Here’s What You Need to Know: Today we are launching a brand new podcast series, called the Claims Journal Podcast! In this inaugural episode, editor Don Jergler sits down with AccuWeather Chief Meteorologist Jonathan Porter to unpack the high-stakes forecast for the 2025 Atlantic hurricane season. Will this …
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This episode of Between the Lines: The Road Ahead hosted by Carrier Management Deputy Editor, Elizabeth Blosfield, unpacks a new U.S. rule banning certain vehicle tech tied to China and Russia, citing national security risks. Experts Linda Watson and Melissa Ventrone of Clark Hill discuss the impact on insurers, including supply chain disruptions, …
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This sneak peek of Between the Lines: The Road Ahead hosted by Carrier Management Deputy Editor, Elizabeth Blosfield, with Michael Anderson of Guidewire, explores how emerging self-driving technologies could impact insurance claims — particularly in collision frequency, severity, and repair costs. While these advanced systems promise safer roads, e…
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On the "Insurance Coffee House" host, Nick Hoadley welcomes Andy Moss, the CEO and co-founder of Send. Andy provides an insight into his 25-year career, starting in technical his accidental fall into the insurance industry in 2003 after a previous role at BBC Radio Music New Media. He gained broad insurance experience through roles with Xchanging (…
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The danger in writing all small commercial lines is becoming a generalist, says Bobby Touran, who a few years ago founded Rainbow, a restaurant-focused MGU insuretech. Rainbow distributes through independent agents—who he calls “critically” important. Listen as Bobby unpacks three strategic concepts behind Rainbow. “We wanted to be very specialized…
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Redefining Retirement Income: Insights from Chancery Lane's CEODoug Brodie, CEO of Chancery Lane, a firm specializing in retirement income planning, discusses the evolving landscape of pension schemes. Brody critiques the industry's focus on pension pots rather than sustainable income and offers an outcome-driven approach. We also explore the mecha…
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Bobby Yerramilli-Rao, Chief Strategy Officer at Microsoft, joins TechSurge host Sriram Viswanathan to offer a rare glimpse into the strategic playbook of one of the world’s most powerful tech companies. Bobby shares how the company navigates today’s biggest technology paradigm shifts, placing bets with trillion-dollar implications. Touching on Micr…
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In this preview of Between the Lines: The Road Ahead hosted by Carrier Management Deputy Editor, Elizabeth Blosfield, it unpacks the hidden risks in self-driving car supply chains — specifically the challenge of managing not just your vendors, but your vendor’s vendors. With limited visibility into subcontractors and growing pressure from 2027 and …
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Bill Kelly, CAIA former CAIA CEO, returns to discuss his new venture, Educational Alpha. Bill and George explore the importance of financial education, the perils of democratizing investment products, and the role of long-term thinking in retirement planning. Bill also shares insights into his podcasting journey and highlights the significance of d…
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At the PLRB conference in Indianapolis, industry experts highlight the critical role of communication, third-party demand packages, and AI-driven efficiency in shaping the future of claims and restoration. Watch this clip from Claims Journal’s Kelly De La Mora as she speaks with some vendors at the PLRB conference. Insights from: – Sarah Chadwick o…
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Join top industry leaders on May 20th to explore AI integration, legacy system challenges, legal pitfalls, and the power of insurer-InsurTech collaboration – hosted by Carrier Management, Deputy Editor Elizabeth Blosfield. And don’t miss our virtual trivia competition happening live on May 20th during the event for a chance to win prizes totaling $…
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In this episode of Diary of an Insurtech, we sit down with Bob Juracka, VP of Business Strategy at Rival, to talk about his transition from selling insurance software to shaping the future of it. With decades of experience across some of the industry's leading vendors, Bob shares his perspective on how insurance tech has evolved, what product strat…
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As cyber threats evolve, the insurance industry struggles to keep pace, leading to shifting policies, increasing exclusions, and unexpected coverage gaps. Watch this highlight from the latest Cyber Insurance podcast with host Elizabeth Blosfield and guests Melissa Ventrone of law firm Clark Hill and Arthur Armstrong of law firm Reed Smith. To watch…
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In this episode of TechSurge, host Sriram Viswanathan sits down with Charlie Giancarlo, Chairman and CEO of Pure Storage, to discuss the evolution and future of data storage in the digital age. Charlie shares insights from his career spanning his pivotal role in Cisco's success as a networking pioneer, to his leadership in transforming Pure Storage…
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Understanding a company’s cyber risk starts with identifying potential losses, evaluating security measures, and ensuring executive commitment to data protection. Watch this excerpt from the latest cyber webinar with Carrier Management Deputy Editor Elizabeth Blosfield! -Identify Potential Losses: Assess revenue and the volume of personally identif…
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Most insuretechs aren’t about flashy consumer-focused websites. They improve the plumbing — all the workflows behind the scenes never seen by agents and consumers. Sound exciting? Well, it sure is for Aaron Wright, director of strategy at Earnix, an insuretech supporting carriers’ pricing and underwriting with AI and machine learning. Aaron emerged…
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Matt Ober, CAIA shares his journey from data scientist at Bloomberg to becoming the head of data strategy at a hedge fund, and later transitioning into venture capital with Social Leverage. We discuss into the expanding role of data in financial services, the strategies employed by hedge funds, and the future of alternative data. A rare opportunity…
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The rising frequency of extreme weather and ongoing insurance claims have fueled demand for forensic meteorologists. These experts are increasingly called upon to assess storm events, verify weather-related claims, and even rule out weather as a contributing factor in disputes. Check out this excerpt from the most recent Expert Viewpoints episode w…
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In this episode, Melissa Ventrone of law firm Clark Hill and Arthur Armstrong of law firm Reed Smith joined The Insuring Cyber Podcast to unpack the Trump administration’s cybersecurity policies and explore their potential ripple effects on the cyber insurance landscape. In these conversations, Melissa and Arthur discuss how evolving federal strate…
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