Podcasts about insurtech

This week in insurance town Heath Shearon sits down with Martin Mashalov, co-founder of Gridpull, to unpack why buying more leads is not the same as getting more business. They dig into how appetite matching, renewal timing, and trigger-based prospecting can help agencies spend producer time more efficiently and improve conversion rates.Martin explains how his background in applied math and insurance analytics led him to build tools for finding better prospects, not just more prospects. The conversation stays practical throughout, with examples from restaurants, commercial real estate, and new business triggers.00:00 - Welcome to the episode and the lead buying problem  05:22 - Why insurance complexity pulled him toward technology  09:55 - Modeling insurer risk and learning the agency and brokerage chain  12:04 - How lead buying became a prospecting problem  14:39 - Why volume alone does not fix lead performance  18:39 - What “appetite” means for agencies and carriers  20:29 - Restaurant examples and carrier appetite edge cases  27:17 - New business triggers as a smarter prospecting strategy  28:21 - Permits, hiring, and licensing as insurance signals  31:38 - Trigger stacking for stronger prospecting profiles  33:20 - Why Gridpull was built around a real workflow problem  34:08 - Where AI fits and where it should stay out of the way  39:30 - How Gridpull organizes renewals, contacts, and follow-up  42:43 - Using existing books of business for cross-sell opportunities  44:10 - Early conversion rate and revenue gains from Gridpool  47:40 - How Gridpull supports agencies beyond just software  48:13 - Contact options and demo availability  49:22 - Free trial, credits, and privacy considerations  Sponsors :CANOPY CONNECT1 FortVIVA 

Denise Garth: The Frontier Insurer, One Year In Denise Garth returns to Scouting for Growth one year after the Frontier Firm idea began to move from a strategic aspiration into insurer operating models, technology roadmaps, and boardroom priorities. As Chief Strategy Officer at Majesco, Denise offers a sharper test for the Frontier Insurer: Is the organization simply using AI? Is it redesigning selected processes around AI? Or is it rebuilding the enterprise around intelligence, connecting its data, core platforms, people, partners, and decisions? Only the third represents genuine transformation. The uncomfortable truth is that most carriers now have AI enthusiasm, pilots, and isolated productivity gains. Far fewer have the intelligent core, embedded governance, and human-agent operating model required to scale them. Majesco's research captures the disconnect: 82% of insurance leaders believe AI will define the industry's future, yet only 14% have integrated it into their operations. Sabine and Denise explore what has changed over the past twelve months, why intelligent orchestration now matters more than another point solution, and how insurers can move from experimentation towards a genuinely redefined operating model. The conversation is for insurance CEOs, COOs, CROs, CDOs, transformation leaders, and technology founders navigating the move from AI experimentation to an intelligent, governable operating model. KEY TAKEAWAYS One year on, I see the conversation around AI in insurance moving from “What is this technology?” to a much more consequential question: “What does this mean for the business?” The 82%-14% gap tells us that the challenge is no longer access to technology. It is leadership. Most insurers are experimenting, but experimentation alone will not create a Frontier Insurer. The real opportunity is to rethink the business around the outcomes we want to create for customers, employees, and shareholders. I also believe we need to stop thinking about AI as something we bolt onto existing workflows. The Frontier Insurer embeds intelligence into its core, connects high-quality, accessible data with workflows and agents, and builds governance and auditability into its architecture. This changes what people actually do. Claims professionals can move from repetitive adjustment towards risk reduction and customer empathy; underwriters can become more focused on portfolio management and judgment; and employees can spend more time on knowledge-based work rather than manual processing. The biggest shift, however, is towards orchestration. I am increasingly convinced that the winners will not be the insurers with the most AI pilots or the biggest AI budgets. They will be the organizations that can bring together intelligence, governance, and core systems into a coherent operating model, while building trust along the way. Becoming a Frontier Insurer means being bold enough to rethink organizational structures, jobs, processes, technology partnerships, and ultimately the economics of insurance. The question is no longer whether AI will change insurance. It is whether leaders are prepared to redesign their businesses around it. BEST MOMENTS “Every insurer in 2026 will tell you that they are doing AI. Ask your harder question. Who has rebuilt the business or operating model around it?” – Sabine VanderLinden [00:16] “The gap isn't a technology story. It is a leadership story.” – Sabine VanderLinden [00:16] “It isn't about cutting people. It's about elevating them.” – Denise Garth [14:49] “It is about a rip and replace of business capabilities and the operating model.” – Denise Garth [43:34] “Somebody else is going to jump ahead of you because they're going to look at it from an orchestration standpoint and rethink.” – Denise Garth [38:19] “Redefined their operating model and embraced AI in a way that accelerated that redefinition of the operating model.” – Denise Garth [95:10]   ABOUT THE GUEST Denise Garth is Chief Strategy Officer at Majesco, where she leads strategy, marketing, industry relations, and innovation in support of the company's client-centric vision. She works closely with insurers, technology partners and the wider industry ecosystem to identify emerging shifts and translate them into practical priorities for property and casualty, life, annuity and benefits organizations. An internationally recognized insurance and InsurTech thinker, Denise focuses on the forces reshaping the industry—from AI, data, and intelligent core platforms to new operating models, changing customer expectations, and ecosystem-based growth. Her work challenges insurers to move beyond incremental modernization and build organizations capable of learning, adapting, and delivering value continuously.   ABOUT THE HOST Sabine VanderLinden is a corporate strategist turned entrepreneur and the CEO of Alchemy Crew Ventures. She leads venture-client labs that help Fortune 500 companies adopt and scale cutting-edge technologies from global tech ventures. A builder of accelerators, investor, and co-editor of the bestseller The INSURTECH Book, Sabine is known for asking the uncomfortable questions—about AI governance, risk, and trust. On Scouting for Growth, she decodes how real growth happens—where capital, collaboration, and courage meet. If this episode sparked your thinking, follow Sabine VanderLinden on LinkedIn, Twitter, and Instagram for more insights. And if you're interested in sponsoring the podcast, reach out to the team at hello@alchemycrew.ventures

This week Drake Lawhead comes to visit us in Insurance Town to talk all things conference , and maximizing the conference experience. We get into what all goes into building a major industry event and how attendees can actually get value from showing up. They also dig into how ITC evolved from an investor-focused conference into a broader experience for agents, brokers, carriers, and the tech vendors serving them.We discuss why in-person networking still matters, how to prepare before a conference, and what makes ITC's agent and broker programming different from a typical trade show. 00:00 - Welcome to Insurance Town and sponsor shoutouts  08:25 - What conference planning really looks like behind the scenes  09:36 - How conference teams handle complaints and reduce friction  11:42 - How attendees should prepare before a conference starts  13:25 - Why some people should attend with a plan and others should leave room for serendipity  15:46 - Why staying present beats taking conference-day Zoom calls  18:48 - Why in-person networking still beats digital connection  19:49 - How ITC's app and meeting system help people connect fast  28:35 - Why insurance is a natural fit for technology and AI  31:09 - What ITC Agents attendees can expect from Tuesday through Thursday  33:43 - Expo hall, main stage, happy hours, and the closing concert  38:05 - Why ITC was built for introverts too  39:43 - Quiet zones, lounges, puppy park, and low-pressure networking  42:31 - How ITC borrows ideas from other conferences  45:01 - Why intentional networking matters more than just putting people in a room  46:45 - Why Drake enjoys the independent agency world  47:58 - Dates, location, and how to register  48:59 - ITC events around the world  50:49 - Final push to register and use the app  51:47 - Closing thanks and signoff Thank you to my Sponsors:   Canopy Connect 1fort Viva Virtual Solutions 

In the latest episode, host Dan Briselden sits down with Tobias Bergmann CEO & Founder, and Bassel Hamadeh, Head of Innovation at TigerLab — a company that has been building insurance technology from Southeast Asia to global markets for nearly two decades.What makes TigerLab's perspective different:

In this weeks Episode, I got the chance to talk to my brother, my homie, my main man, Casey Nelson of Agency X and Eclipse Insurance. We talked about a major career shift, returning to the agency side with Eclipse Insurance, and why that move is giving him a new lens on what  works and what doesnt inside an agency. They also dig into Agency X, Casey and Jessica Holder's upcoming behind the scenes podcast about fixing real agency problems in real time. Think, Reality TV meets VLog, meets Podcast, and all rolled into some entertaining and Educational Content built for insurance agencies.  A big part of the conversation centers on the tension between old school workflows, modern automation, and AI, plus how agencies can adopt technology without creating chaos. Let me be real , this one gets SPICY, QUICK!! Timestamps00:00 - Welcome to Insurance Town and sponsor rundown 02:25 - Casey joins the conversation and catches up with Heath 08:51 - Why agency owner alignment on process is non negotiable 09:46 - Paper workflows, printed emails, and missing documentation 14:07 - Why no insurance tech is truly ready out of the box 15:04 - Preparing clients for AI driven service changes 20:28 - Front door theory and getting everything into the ecosystem 22:24 - Why agents should stop using personal cell phones for business 24:14 - Relationship business vs order taker mentality 27:10 - The value of honest staff feedback on workflows 31:17 - How AI adoption has changed since the Zapier era 32:26 - Why agencies that resist tech risk falling behind 37:46 - AI fatigue and why younger generations may push back 39:21 - Why agencies should map pain points before buying AI tools 40:22 - Change one variable at a time and keep a baseline 41:38 - What is agency X 47:40 - Casey's ITC speaking opportunity 49:10 - What Casey will talk about at ITC 50:42 - Why the agent and vendor halls at ITC are worth the trip 51:38 - ITC promo code details and closing thoughts 52:32 - Final thanks, future guest host plans, and signoffSponsors:Canopy Connect 1Fort AIViva Virtual Solutions

This week in Insurance Town, I got to sit down with Francisco Lopes of Sonant.AI for a conversation about one of the fastest-growing technologies in the insurance industry: voice AI.Artificial intelligence has become one of the biggest topics in our business, but with all the excitement comes plenty of skepticism. Francisco and I discussed where voice AI has come from, why today's technology is dramatically different than the automated phone systems of the past, and how agencies can begin using AI in ways that improve both customer experience and operational efficiency.We also talked about the concerns many agency owners and employees have about AI replacing jobs. Francisco shared why he believes AI is best used to support people, not replace them, allowing agency teams to spend more time building relationships and solving complex client needs while automation handles routine conversations.Whether you're just beginning to explore AI or you're looking for practical ways to implement it in your agency, this episode offers valuable insights into where the technology is headed and what independent agencies should be doing today to prepare for tomorrow.Chapters00:00 Introduction and episode overview02:23 Francisco's background and journey from astrophysics to AI08:01 Moving to Silicon Valley and the lessons learned building AI technology12:00 How Sonant.AI found its niche serving independent insurance agencies14:46 Overcoming skepticism about voice AI and changing perceptions in insurance17:47 Why creating a great customer experience matters more than achieving technical perfection21:56 Addressing concerns about AI replacing jobs and why AI should empower agency teams28:50 The future of AI in insurance, agentic AI, and where agencies should begin36:01 Practical advice for insurance agencies looking to implement AI today38:00 How to connect with Francisco and learn more about Sonant.AISponsors:Canopy Connect-1Fort AIViva Virtual Solutions

Ein persönlicher KI-Assistent, der wie ein stiller Begleiter auf der Schulter sitzt und im richtigen Moment einen Hinweis gibt – den werden künftig nicht nur Kunden haben, sondern auch Vermittler. Das erwartet Dr. Christian Gründl, Vorstandsmitglied der Ergo Deutschland AG und der Ergo Beratung und Vertrieb AG, für die Versicherungsbranche bis 2032. Trotzdem, sagt er, bleibt der Mensch die entscheidende Größe: Versicherungsentscheidungen begleiten Kunden oft ein Leben lang, und dafür braucht es Vertrauen. Im Gespräch erklärt Gründl, wie sich die Kundenreise zwischen Online-Recherche und persönlicher Beratung verändert – und warum Unternehmertum zur wichtigsten Fähigkeit für Vermittler der Zukunft wird.

On this episode of the Insurance Coffee House, Nick Hoadley is joined by Tracy Letzerich, Chief People Officer at Hippo Insurance. With a career spanning consulting, technology, organisational design, and people leadership, Tracy shares how an unconventional path into HR has shaped her approach to building high-performing organisations. Tracy reflects on her early career in technology consulting, where she worked on large-scale business transformation programmes before becoming fascinated by a recurring question: why do some transformations succeed while others fail? That curiosity led her away from software implementation and towards organisational design, leadership, and the people side of change.The conversation explores Hippo's evolution from an insurtech startup into a profitable, publicly traded insurance company. Tracy explains how the business has maintained many of the characteristics of an early-stage technology company, including rapid decision-making, strong cross-functional collaboration, and a culture built around innovation, while developing the operational discipline required of a modern insurer.Nick and Tracy discuss the relationship between technology and culture, and how Hippo has created close partnerships between engineering, product, and insurance teams. Rather than technology operating separately from the business, Tracy explains how technical teams are involved in solving insurance challenges from the outset, creating a collaborative approach that has become a defining part of Hippo's culture.A significant part of the discussion focuses on workforce enablement through technology. Tracy shares how Hippo approached organisation-wide adoption by giving every employee access to AI tools, encouraging experimentation, measuring adoption, and creating opportunities for technical and non-technical teams to learn together. She explains why creating capacity is ultimately about giving people more time to focus on strategic, high-value work rather than repetitive manual tasks.The conversation also explores leadership, hiring, and organisational growth. Tracy shares her perspective on building high-performing teams, maintaining culture as organisations scale, and why behavioural interviewing, curiosity, and cultural alignment are just as important as technical expertise. She also explains why leaders should focus on helping employees spend more time doing work that energises them.Nick and Tracy close with practical advice for leaders navigating change. Tracy encourages organisations to embrace curiosity, move before every answer is known, and create environments where learning is expected rather than feared. She also shares advice for candidates and leaders alike: know what matters to you, ask thoughtful questions, and don't try to become someone you think others want you to be.Connect with Tracy Letzerich on LinkedIn to follow her work across people leadership, organisational design, leadership development, and technology-enabled transformation.The Insurance Coffee House Podcast is brought to you by Insurance Search.We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.Or follow us on LinkedIn, Twitter or Instagram.Insurance Executive Search Consultants in USA, London and Bermuda.Copyright Insurance Search 2025 - All Rights Reserved.

Welcome to the CanadianSME Small Business Podcast, hosted by Maheen Bari. Today, we explore how AI-driven platforms are modernizing the Canadian insurance sector, transforming complex workflows into actionable business results in 2026. Joining us is Jeff Barsalou, Co-Founder and Chief Revenue Officer of QuickFacts, who shares insights on digital transformation, AI in B2B sales, and building a family-led Insurtech leader with near-zero customer churn. Key Highlights Insurance Transformation: Jeff explains how technology is modernizing Canadian brokerage operations. AI in B2B Sales: Jeff discusses AI's role in reshaping business development strategies. Customer Trust: Jeff highlights maintaining trust at scale for long-term growth. Workflow Simplification: Jeff shows how Commercial Lines streamlines complex insurance processes. Family-Led Vision: Jeff shares how entrepreneurship and shared vision shape QuickFacts' success. Special Thanks to Our Partners: UPS: https://solutions.ups.com/ca-beunstoppable.html?WT.mc_id=BUSMEWA ADP Canada: https://www.adp.ca/en.aspx For more expert insights, visit https://canadiansme.ca/ and subscribe to the CanadianSME Small Business Magazine. Stay innovative, stay informed, and thrive in the digital age! To learn more about how we are supporting the ecosystem, please visit the CanadianSME Small Business Foundation at https://smbfoundation.ca/. Disclaimer: The information shared in this podcast is for general informational purposes only and should not be considered as direct financial or business advice. Always consult with a qualified professional for advice specific to your situation.

There are some interviews you enjoy... and then there are conversations you genuinely don't want to end. This was one of those.Recorded live from the iconic Santa Monica Pier during InsuranceFest 2026, I had the opportunity to sit down with Christina Lucas of Google Cloud, and what a fantastic conversation it turned out to be.While many people know Christina for her work at Google Cloud, what really stood out was her incredible journey. From leading teams across the United States to living and working around the world, her experiences have shaped a unique perspective on leadership, innovation, and the future of our industry. She shared lessons learned from different cultures, different organizations, and different stages of her career—and in doing so, taught all of us something valuable.Of course, we couldn't sit down with Christina without talking about artificial intelligence. We explored how Google Cloud is helping transform the insurance industry, why trust and security remain at the center of innovation, and how organizations can embrace AI in practical, meaningful ways. Rather than focusing on the hype, Christina brings a thoughtful perspective on how technology can empower people and create better outcomes across the insurance ecosystem.We also discussed her newly co-authored book, Artificial Intelligence in the Insurance Industry, where she shares practical insights into how AI is already reshaping underwriting, brokerage, customer experience, operations, and leadership. Whether you're just beginning your AI journey or looking to take the next step, her perspective is one every insurance professional should hear.This episode is packed with leadership lessons, technology insights, and plenty of laughs along the way. I had an absolute blast recording this one, and I think you're going to enjoy every minute of it.A huge thank you to Christina for taking the time to join us and for sharing her wisdom with the Insurance Town community.A special thank you to our amazing sponsors for making Insurance Town possible:

In this episode of Future of Retirement, Jessica Hurley is joined by Ian Cahill, Head of Pension Risk Transfer at MassMutual, to explore the market forces shaping the future of pension risk transfer. He shares how changing retirement strategies, improved funded status, rising plan costs, and expanding insurer capacity are accelerating growth in the PRT market. They also discuss the increasing complexity of transactions, the importance of administrative strength and long-term alignment, and how technology and AI are helping insurers improve efficiency, evaluate opportunities, and deliver more customized client solutions in a rapidly growing space.

In this weeks episode i interview my new friend Jerry Ye, we explore how AI is transforming the insurance industry through the lens of Jerry Ye, in this engaging episode. Learn about the practical applications of AI in streamlining workflows, enhancing client relationships, and the future agency model. The journey of Jerry Ye into the insurance and AI space, including his background in machine learning and entrepreneurshipHow AI is helping agencies automate manual tasks like policy checks, renewals, and COI generationThe importance of integrating AI deeply into agency workflows versus superficial useThe myths and realities of AI replacing versus augmenting insurance agentsPractical tips for agencies to adopt AI, including buy versus build strategies and overcoming industry resistanceFuture vision: AI's role in reducing operational bottlenecks and enabling agents to focus on relationship-building Time Stamps 00:00 - Introduction to the episode and guest Jerry Ye02:30 - Jerry's background in AI, entrepreneurship, and insurance07:15 - Stereotypes in insurance: sales and service myths10:45 - Why insurance remains resilient and adaptive13:30 - The impact of AI on insurance agency workflows16:40 - The role of call coaching and relationship building in sales19:50 - AI's future in automating operational tasks and deep system integration22:15 - The challenge of adopting AI in traditional, old-school agencies26:00 - Key bottlenecks in agency operations: renewals, policy checks, and more29:20 - The buy versus build debate in AI software adoption32:00 - How integrated AI solutions should work in agencies35:20 - Origin story of Relay AI and its mission37:00 - The agency of the future and strategic AI adoption40:00 - How to connect with Jerry and upcoming MAC Conference Sponsors! Canopy Connect1Fort Insurance AIViva Virtual Assistants Connect with Jerry Ye: LinkedIn Twitter 

Sudarshan Sridharan, General Partner of SF1, shares his journey from building founder communities and operating startups to launching an early-stage venture capital firm focused on AI-native companies. He explains how he evaluates founders, why competence, integrity, and ambition matter more than polished pitches, and how artificial intelligence is reshaping the markets attracting venture capital. Throughout the conversation, Sudarshan offers practical advice on earning investor trust, building meaningful relationships, and creating long-term value as both a founder and an investor. In this episode, you'll learn: [03:10] How Sudarshan built founder communities, started companies, and launched SF1 while still in his early twenties. [11:40] Why competence, integrity, and market size are the three questions he asks when evaluating founders. [18:20] Why clarity of thought matters more than having every answer during a fundraising conversation. [27:45] How AI is creating new venture opportunities across infrastructure, robotics, defense, energy, and life sciences. [35:30] Why founders should build investor relationships long before they need capital. [43:15] How Sudarshan supports founders beyond writing the first check. About Sudarshan Sridharan Sudarshan Sridharan is a General Partner of SF1, an early-stage venture capital firm investing in AI-native founders building category-defining companies. Before founding SF1, he built startups, invested as an angel, and created founder communities that connected entrepreneurs with investors and experienced operators. His investment philosophy centers on backing founders with exceptional ambition, integrity, and clarity of thought while helping them build enduring companies through long-term partnership. About SF1 SF1 is an early-stage venture capital firm that partners with AI-native founders building generational companies from inception to IPO. The firm invests at the earliest stages, backing entrepreneurs developing transformative technologies across artificial intelligence and enterprise software. SF1 is built around long-term partnerships with founders, supporting them beyond capital through recruiting, fundraising, strategic introductions, and company building. The firm's investment philosophy emphasizes founder quality, clarity of thought, integrity, and the ability to execute in large, evolving markets. Subscribe to our podcast and stay tuned for our next episode.

Finn didn't come from insurance. He came from startups — real estate, entertainment, a TPA. But when he looked at the Canadian Insurtech landscape and saw how much was being left on the table, he decided to do something about it.He took over InsurTech Canada. And then he started rebuilding it from the ground up.In the latest episode of the Leadership in Insurance Podcast, host Alex Bond sits down with Finn for a wide-ranging conversation about what it really takes to build an insurtech ecosystem — not just talk about one.Finn shares how he transformed InsurTech Canada from a non-profit meetup organisation into a for-profit, deal-flow-focused platform with a curated membership of 27 companies. And he opens up about his next move: launching an InsurTech investment fund, focused primarily on Canadian companies but with eyes on the US and UK markets too.They also get into:✅ Why Canada lags 2–3 years behind other markets — and what needs to change✅ The talent drain pulling founders and operators south of the border✅ How to evaluate founders (and why people skills matter as much as product)✅ His vision for Canada to become a genuine global hub for InsurTech innovation✅ What it means to have "skin in the game" when you're championing an ecosystemWith a clear commercial mindset, a growing network across carriers, brokers, MGAs, and capital providers — and a fund on the horizon — Finn is one to watch.#LeadershipInInsurance #Podcast #Insurtech #InsurtechCanada #VC #Innovation #Insurance #Canada Hosted on Acast. See acast.com/privacy for more information.

In this weeks episde here in Insurance Town I got to interview my friend Jackson Rollo. In this episode Jackson, president of Rollo Insurance Group, shares how a second-generation family agency achieved remarkable growth by embracing unorthodox strategies rooted in community focus, technological innovation, and strong culture. Discover how intentional investment in people and purpose can transform an agency into a leading industry force.Main Topics Covered: The evolution and rapid growth of Rollo Insurance over the past five years, doubling its offices despite a 26-year historyThe agency's dedication to community involvement, including volunteer programs that foster local relationshipsReinventing agency culture: Building trust, loyalty, and unconventional hiring practicesThe importance of niching versus community focus, with insights into their local-market strategies in ArkansasHow adopting technology and AI enhances human creativity and service, not replaces itBalancing profit, purpose, and team development within a family-owned businessThe mindset shifts necessary for agency owners to move from producer to leader Timestamps: 00:00 - Welcome & overview of Jackson Rollo's agency story 04:10 - How culture evolution fuels rapid growth 06:15 - Local market dominance through community focus & tech adoption 09:00 - Debunking niche-focused growth: Community first approach in Arkansas 11:45 - The role of technology and AI in empowering staff 14:30 - Building trust and loyalty through unconventional hiring 17:00 - Leadership mindset: Transitioning from producer to leader 20:30 - Balancing family legacy with modern agency scaling 23:45 - Developing staff & the importance of loyalty and character 26:50 - Personal branding and empowering individual agency staff 29:40 - Reinventing agency culture: From day one to long-term growth 33:10 - Embracing contrarian approaches to agency success 36:20 - The value of investing in people for sustainable growth 39:45 - How to develop a future-focused, innovative agency culture 43:20 - The impact of AI and technology on human creativity & problem solving 47:15 - The evolution of Jackson's personal leadership & maturity 50:45 - Traits of team-building and loyalty seen in Jackson's family business 54:50 - Managing local engagement while embracing technology 58:15 - Connecting with Jackson & resources for agency growth Canopy Connect1FortViva

In the latest episode of the Leadership in Insurance Podcast, host Dan Briselden sits down with James Rendell, CEO and founder of BirdsEyeView — a UK-based insurance technology company backed by the European Space Agency — for a conversation that spans the journey from Lloyds broker to InsurTech entrepreneur.James brings a rare blend of market knowledge and technological curiosity to the world of natural catastrophe modelling. His path didn't start with a lightbulb moment: it started with a genuine obsession with emerging technology, a willingness to show up alone to InsurTech events, and a growing conviction that satellite data could meaningfully improve how the insurance market models and manages catastrophe risk.In this episode, James and Dan explore:

Freddie Scarratt, Global Deputy Head of InsurTech at Gallagher Re, joins James Benham and Rob Galbraith to unpack why 95% of all insurtech funding in Q1 2026 flowed into AI-focused companies, and what that means for the birth of an entirely new risk class: AI liability. From the Air Canada chatbot case that made headlines, to the hard lesson the industry learned when cheap venture capital tried to scale insurtechs like SaaS businesses, Freddie brings a reinsurance broker's view of where AI liability, cyber, and professional indemnity are converging into one digital risk category, and why insurance, unlike every other industry, can never fully cap its downside.

In this episode of Insurance Town, we've got a Mayor Solo episode. No guest this week, just me and my fellow citizens of Insurance Town.Today, we're tackling a topic that I think has become way more complicated than it needs to be: personal branding.I'm going to challenge some of the biggest buzzwords in business and marketing today. What if "personal branding" is really just your reputation? What if authenticity is simply being true to yourself? What if networking is nothing more than making genuine friends?As a 90's kid, I don't think these ideas are new. I think we've spent the last twenty years creating new words for principles our parents were teaching us long before social media, LinkedIn, and personal branding became a thing.In this episode, we'll talk about how to intentionally build a reputation people trust, how to protect that reputation, why "fake it till you make it" is a dangerous philosophy, how to discover who you're uniquely called to serve, and why the strongest personal brands aren't manufacturedthey're built one promise, one relationship, and one act of integrity at a time.If you've ever wondered how to become known, trusted, and remembered without pretending to be someone you're not, I think you're going to enjoy this conversation.In this episode, you'll learn:Why your brand starts long before you ever have a "name brand"The difference between reputation and personal branding—and why it mattersWhy "fake it till you make it" may be holding you backHow being true to yourself is actually the easiest long-term branding strategyHow to identify the people you truly want to serveWhy trying to serve everyone weakens your reputationHow to define what you want to be known forWhy protecting your reputation sometimes means saying "no" to the wrong clientsHow one bad-fit customer can impact your culture, your team, and your future businessWhy networking is really about building genuine friendships, not collecting business cardsA simple way to talk about what you do without sounding like everyone elseHow to build a reputation that creates trust, referrals, opportunities, and long-term influenceSponsor Shout out:1FortAI is changing the insurance industry, but the biggest opportunity isn't just automation, it's having proactive digital teammates that help your agency work smarter every day. Learn more at https://1fort.com.Canopy ConnectEliminate manual data entry and create a better client experience with Canopy Connect. Their technology allows prospects and clients to securely share insurance information in minutes. Learn more at https://usecanopy.com/heath.VIVA Virtual SolutionsLooking to grow your agency without adding unnecessary overhead? VIVA Virtual Solutions connects insurance agencies with highly trained virtual professionals who can help you scale your operations while delivering exceptional service. Learn more at https://vivavs.com.

Amir Kabir, Founder and Managing Partner at Overlook Ventures, discusses his journey from entrepreneur to venture capitalist and explains why he founded Overlook Ventures to invest at the earliest stages of company building. He shares his investment philosophy around founder quality, intellectual honesty, unique market insight, and the emerging opportunity around AI, autonomy, and risk infrastructure. Throughout the conversation, Amir offers practical advice for founders on validating problems, building venture-scale businesses, and standing out in an increasingly crowded AI landscape. In this episode, you'll learn: [02:15] How Amir's journey from entrepreneur to venture capitalist shaped the investment philosophy behind Overlook Ventures. [07:10] AI, autonomy, and the "infrastructure of risk" represent the next frontier for startup innovation. [14:50] Why founders should focus on solving real problems and developing unique insights instead of building products in search of a market. [20:50] How Amir evaluates founders by uncovering the unique knowledge and conviction that drive them to solve a particular problem. [27:55] The most common reasons Amir says "no" to startups, and why intellectual honesty often beats polished answers. [30:45] Venture capital is shifting toward specialized funds. What does that mean for founders raising capital today? The nonprofit organization Amir is passionate about: Presidential Leadership Scholars About Amir Kabir Amir Kabir is the Founder and Managing Partner of Overlook Ventures, an early-stage venture capital firm investing at the inception, pre-seed, and seed stages. Previously, he helped build Munich Re Ventures and has spent years investing across insurance technology, financial services, AI, and risk infrastructure. Today, he focuses on companies building the next generation of AI safety, governance, autonomy, and regulated-market infrastructure. About Overlook Ventures Overlook Ventures is an early-stage venture capital firm founded by Amir Kabir that invests at the inception, pre-seed, and seed stages. The firm focuses on what Amir describes as the "infrastructure of risk"—backing founders building across AI, autonomy, cybersecurity, insurance, financial services, and regulated markets. Overlook partners with entrepreneurs developing the technologies that make AI systems more trustworthy, secure, and accountable, while helping modernize how risk is measured, managed, and transferred. The firm typically invests early and supports founders with strategic guidance, customer introductions, and deep industry expertise. Portfolio companies include: Strala, Crabi, Soteris, Soma, Prediction Guard, Mesh, Pax Markets, Asymmetric Security, Eloquent AI, Seedless, Flyra, and IronGrid. Subscribe to our podcast and stay tuned for our next episode.

On this episode of the Insurance Coffee House, Nick Hoadley is joined by Jennifer Martin, Chief Human Resources Officer at Alliant Insurance Services.Jennifer is approaching 22 years with Alliant, having joined the business in 2004 when it had around 400 employees and was primarily a California-based insurance broker. Today, the organisation has grown to more than 15,000 employees across the United States, Canada and Mexico, and Jennifer has grown alongside it, helping build an HR function capable of supporting that scale and complexity.Jennifer shares how her own career began outside insurance, from early ambitions to work in foreign affairs to discovering HR through her mother, starting out in agency recruitment, moving into HR business partnering, and eventually joining Alliant. She reflects on how her role evolved as the business expanded and how the HR function developed from what she describes as a “1.5 FTE show” into a mature organisation with specialist expertise across total rewards, talent acquisition, HR business partnering, HR technology, people analytics and more.The conversation explores Alliant's growth model and the culture behind it. Jennifer explains how the combination of organic growth, selective acquisitions, employee ownership and long-term private equity backing has shaped the business. With employees owning 51% of the organisation, she discusses how ownership influences decision-making across all levels of the company and supports a more entrepreneurial culture.Nick and Jennifer then explore one of the areas Jennifer is most passionate about: M&A. Having worked across hundreds of acquisitions during her time with Alliant, Jennifer explains why HR should be involved as early as possible, from the initial stages of a potential transaction through due diligence, integration and the longer-term transition that follows.She shares why building trust quickly with sellers is so important, particularly when many are going through the process of selling a business for the first time. Jennifer also discusses the uncertainty employees can experience during an acquisition and why transparency, collaboration and early relationship-building can influence how people feel about the transition one, two or even three years later.The conversation also looks at cultural alignment in acquisitions. Jennifer explains why Alliant is selective about potential deals and why the business is not looking for sellers who simply want to cash out. Instead, it looks for leaders who want to stay, invest and continue growing with the organisation. She reflects on the lessons learned across hundreds of transactions and why every acquisition still brings different challenges.Nick and Jennifer also discuss the role of technology in a growing HR organisation. Jennifer shares how Alliant has introduced a range of tools over recent years to improve efficiency, reduce administrative work and give employees more time to focus on higher-value activity. She explains how the business approaches emerging technology through clear governance, training, cross-functional working groups and department-led experimentation.The episode closes with Jennifer's advice for leaders and HR professionals. She explains why curiosity matters when joining a new organisation, why HR leaders should build trust early during M&A, and why adaptability has been one of the most important lessons of her career. After more than two decades of growth and change, her view is clear: change is constant, and the ability to adjust your outlook, processes and ways of working is essential.Connect with Jennifer Martin on LinkedIn to follow her work across people leadership, HR, M&A and organisational growth.The Insurance Coffee House Podcast is brought to you by Insurance Search.We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.Or follow us on LinkedIn, Twitter or Instagram.Insurance Executive Search Consultants in USA, London and Bermuda.Copyright Insurance Search 2025 - All Rights Reserved.

Most insurance agencies are still using AI like a search engine.They open ChatGPT. They ask a question. They get an answer.That's useful.But it's also reactive.The next generation of AI doesn't wait to be told what to do.It monitors activity, organizes information, surfaces opportunities, flags missing data, drafts communications, and helps move work forward before anyone even asks.That's the difference between using AI as a tool and working alongside an AI Digital Teammate.In this episode of Insurance Town, Heath Shearon sits down with Caleb Cramer of OneFort to explore how proactive AI is reshaping insurance agencies, commercial insurance workflows, and the future of agency operations.Together, they discuss why the conversation around AI needs to move beyond chatbots and prompts toward intelligent systems that actively support producers, account managers, and agency owners throughout the day.From commercial submissions and renewals to proposal generation, risk assessment, and customer communication, this episode provides a practical look at how AI is becoming an everyday teammate for insurance professionals.Most importantly, Heath and Caleb explain why the agencies that thrive over the next decade won't replace people with AI.They'll empower people with AI.Episode Chapters00:00 — The Shift from Reactive AI to Proactive AI02:11 — Meet OneFort: Your AI Digital Teammate04:10 — Why Insurance Is Ready for Its Next Technology Leap06:02 — Will AI Replace Insurance Professionals?08:17 — AI-Powered Commercial Insurance Workflows11:25 — Why Waiting on AI May Be the Biggest Risk12:25 — The Rise of Proactive AI16:44 — Lessons from Previous Technology Revolutions18:23 — Thinking Beyond Today's AI22:15 — Why Human Connection Matters More Than Ever27:36 — Personalization at Scale with AI32:39 — Building Trustworthy AI for Insurance37:22 — Why Humans Stay in the Driver's Seat43:24 — Security, Privacy, and Responsible AI45:51 — Overcoming AI Skepticism Inside Agencies50:07 — Commercial Insurance Renewals Reimagined55:24 — Where Agencies Save the Most Time58:35 — Simple Pricing and Fast AdoptionFor decades, insurance technology has waited for us to click the next button.The next generation won't wait.It will organize, prioritize, recommend, draft, monitor, and help move work forward before anyone asks.That's the promise of proactive AI.Not replacing insurance professionals.Creating AI Digital Teammates that handle the routine work so people can focus on building trust, advising clients, and growing their agencies.The future of insurance isn't simply using AI.It's working alongside it.Insurance Town Sponsors 1Fort AI – AI digital teammates built specifically for insurance agenciesCanopy Connect – One-click insurance data collectionVIVA Virtual Solutions – Insurance-trained virtual assistantsConnect with Caleb CramerLinkedIn1fort on Linkedin

In the latest episode of the Leadership in Insurance Podcast, host Dan Briselden sits down with Stan Smith, CEO and founder of Gradient AI — one of the fastest-growing AI platforms in the insurance industry — for a wide-ranging conversation on data, decisioning, and what it actually takes to build something that sticks in this market.Stan is a six-time startup veteran who came to insurance not from the industry itself, but from a deep belief that machine learning could solve problems most insurers didn't yet know how to articulate. His route in — through Milliman's franchise model and a patient, trust-first approach to data partnerships — is one of the most instructive origin stories in InsurTech.In this episode, Stan and Dan explore:

Innovation in insurance is no longer just about creating entirely new products. Increasingly, the biggest opportunities lie in rethinking how existing products are underwritten, distributed and delivered.  In this episode, Robin Merttens is joined by Tom Graham, Head of Partnerships and Innovation at Chaucer, and Iryna Chekanava, Senior Innovation Underwriter, to explore how insurers can innovate without losing sight of the fundamentals. They discuss why technology alone is no longer a competitive advantage, what separates successful innovation partners from the rest and why deep customer understanding still matters more than the latest AI tool.  The conversation also looks at the changing role of underwriting, the rise of smarter follow models, why closing the protection gap remains such a difficult challenge and how innovation teams can work alongside traditional underwriting rather than in isolation.  Whether you're building an MGA, investing in insurtech or leading innovation inside an insurer, this episode offers practical insight into what insurers are really looking for and where the next wave of opportunity is emerging.   What you'll learn:  Why the next phase of insurance innovation is focused on improving existing products rather than inventing entirely new ones   Why technology and AI are becoming table stakes rather than lasting competitive advantages   The qualities insurers value most when assessing new innovation partners   How insurers balance experimentation with disciplined underwriting   Why customer understanding and distribution remain stronger differentiators than software alone   What smarter follow models could mean for the future of the London market   Why the insurance industry's biggest protection gaps remain difficult to close despite technological progress   How embedding innovation teams within underwriting creates better long-term outcomes than running separate innovation functions  Who should listen?  This episode is particularly valuable for:  Insurance innovation leaders looking to understand where carriers are investing beyond AI hype   Chief Underwriting Officers and underwriting managers exploring how innovation can improve underwriting performance without compromising discipline   MGA founders and leadership teams seeking insight into what insurers look for in long-term capacity partnerships   Insurtech founders and product leaders building solutions for the insurance market and wanting to understand what differentiates successful propositions If you like what you're hearing, please leave us a review on whichever platform you use or contact Robin Merttens on LinkedIn.  Sign up to the InsTech newsletter for a fresh view on the world every Wednesday morning.

In this week's episode of Insurance Town, I had the privilege of sitting down with my good friend Kelly Smith.Kelly is one of those people who has truly lived the insurance industry from every angle. She grew up in a family agency, spent time at the front desk, worked in personal lines, commercial lines, agency operations, underwriting, carrier sales, and now helps independent agencies grow through her work with FirstChoice.What I loved about this conversation is that Kelly's story is not just about insurance. It is about curiosity, hard work, education, family, leadership, and finding your place in an industry that can open a lot of doors if you are willing to keep learning.We talked about what it was like growing up in an independent agency, hiding under desks, messing with paper files, and learning the business from the inside out. Kelly shared how that agency background gave her a completely different perspective when she moved to the carrier side. She understood the urgency agents feel because she had sat in that seat herself.We also talked about her passion for education. Kelly shared a powerful story about being homeschooled, feeling behind academically when she started college, and how that experience fueled her desire to keep learning. Since then, she has earned multiple designations, completed her CPCU, and recently finished her MBA in insurance. The best insurance professionals don't just master one job. They learn the entire ecosystem. Kelly's career took her from an independent agency to the carrier side and now to helping agencies grow through a network. Each step gave her a new perspective that made her more valuable. Whether it's earning a designation, volunteering with an association, mentoring others, or simply staying curious, investing in your education compounds over time. Your next opportunity often comes from something you're willing to learn today. One of my favorite parts of the episode was our conversation about the next generation. Kelly's daughter recently attended risk management camp at App State, and we talked about how important it is to show young people that this industry is bigger than home and auto insurance. There are opportunities in sales, underwriting, claims, marketing, leadership, technology, agency ownership, and so much more.Kelly also shared what it means to be recognized as one of Insurance Business America's Rising Stars. Her humility really came through in this part of the conversation. She talked about being grateful for the opportunities she has had, but also wanting her story to encourage others, especially women and young professionals, to see what is possible in this business.00:00 Welcome 02:35 Born Into Insurance  06:00 Agency vs. Carrier: Seeing Both Sides  09:10 Can We Attract the Next Generation?  12:20 From Homeschool to MBA  17:45 Why Education Creates Opportunity  23:45 Leadership Through Service  26:00 Becoming an Insurance Rising Star  30:15 Helping Independent Agencies Grow  31:45 The Truth About Insurance Networks  35:45 Connect with Kelly  36:50 Sponsors & ClosingIf you're looking for one of the most innovative events in the insurance industry, check out Insurance Fest, hosted by Insurance Business America. It's not your typical conference. You'll hear from industry leaders, discover what's next in insurance, and connect with people who are helping shape the future of our industry. It's also where today's guest, Kelly Smith, will be recognized as one of Insurance Business America's Rising Stars, an honor that's incredibly well deserved. After hearing her story, I'm sure you'll understand why she's being recognized as one of the industry's emerging leaders.I'll be there as well, speaking on stage and recording a live episode of Insurance Town with Christina Lucas from Google. If you're planning to attend, come find us. Stop by, say hello, celebrate Kelly's accomplishment, and join us for the live podcast recording. I'd love to meet you in person.To learn more or register, visit Insurance Business America's Insurance Fest. I hope to see you there.SponsorsCanopy Connect1Fort AIViva  (00:00) - Welcome (02:35) - Born Into Insurance (06:00) - Agency vs. Carrier: Seeing Both Sides (09:10) - Can We Attract the Next Generation? (12:20) - From Homeschool to MBA (17:45) - Why Education Creates Opportunity (23:45) - Leadership Through Service (26:00) - Becoming an Insurance Rising Star (30:15) - Helping Independent Agencies Grow (31:45) - The Truth About Insurance Networks (35:45) - Connect with Kelly (36:50) - Sponsors & Closing

Justin Smith-Lorenzetti, VP of Investments at Intact Private Capital, shares his journey from leading innovation initiatives within Intact Insurance to helping build a global investment platform managing more than $1.6 billion in assets. Drawing on lessons from investments across insurtech, mobility, AI, and financial services, he explains how Intact approaches startup and LP investing. Justin also offers practical advice for founders and investors, arguing that focus and conviction matter more than ever in today's AI-driven world. In this episode, you'll learn: [02:08] How Justin accidentally became a venture capitalist [06:55] How Intact Private Capital invests from idea to IPO [09:11] The evolution of insurtech over the last decade [11:26] Why Coterie and Shepherd stood out as investments [16:56] What Justin looks for in founders across every stage [20:23] Why founders choose investors—not the other way around [23:15] How Intact makes high-conviction investment decisions [25:17] What Justin looks for as an LP investing in venture funds [29:57] His advice for founders building in the AI era [32:17] What venture capital can do better The nonprofit organization Justin is passionate about: Lorenzetti Foundation About Justin Smith-Lorenzetti Justin Smith-Lorenzetti is VP of Investments at Intact Private Capital, where he oversees venture, growth, and fund investments across insurance, financial services, mobility, and emerging technology. Since helping launch Intact's venture investing activities more than a decade ago, he has backed companies ranging from Turo to leading insurtech startups. Justin is widely recognized as one of Canada's most active investors in the insurance technology ecosystem and serves on the boards of multiple venture-backed companies. About Intact Private Capital Intact Private Capital is the private investment arm of Intact Financial Corporation, one of North America's leading property and casualty insurance companies. The firm manages approximately $1.6 billion across venture capital, growth equity, and fund investment strategies. Leveraging Intact's deep industry expertise and global network, the team invests in companies across insurance, financial services, mobility, AI, and adjacent sectors, supporting founders from the earliest stages through IPO. Subscribe to our podcast and stay tuned for our next episode.

On this episode of the Insurance Coffee House, Nick Hoadley is joined by Anne Arnold, Director of Talent Acquisition at Farmers Insurance®. With a career that began in the entertainment industry before moving into agency recruiting and eventually in-house talent acquisition, Anne shares how an unexpected career move led her into a profession she has now spent more than two decades building.Anne reflects on her transition from agency recruiting into corporate talent acquisition, first helping build the function from scratch at a real estate investment trust and later joining Farmers Insurance, where she has spent the last ten years. From establishing the executive recruiting capability to leading enterprise-wide talent acquisition, she shares how her role evolved and what has kept her excited about the opportunities within the insurance industry.Nick and Anne discuss the scale and complexity of hiring across a national organisation. Despite having a lean team, Farmers hires between 4,000 and 5,000 people annually, and Anne explains the processes, discipline, and technology that allow the team to manage more than 150,000 applications each year. She discusses how technology has helped improve efficiency and candidate engagement while reinforcing her belief that recruitment remains fundamentally a human business.The conversation explores how technology is being used behind the scenes to support recruiters, automate administrative tasks, and surface highly qualified candidates more quickly. Anne explains why understanding the problem you're trying to solve matters more than adopting technology for its own sake, and why recruiters should focus on using new tools to create more time for conversations, relationships, and better candidate experiences.Nick and Anne also discuss leadership, authenticity, and building strong partnerships. Anne shares her views on hiring leaders, working with external search firms, and the importance of listening, transparency, and creating environments where people feel comfortable sharing ideas and learning from mistakes. She reflects on the lessons she has learned as a leader and why trusting your own experience and using your voice are essential to professional growth.Connect with Anne Arnold on LinkedIn to follow her work in talent acquisition, leadership, and people development.The Insurance Coffee House Podcast is brought to you by Insurance Search.We are a global Insurance Executive Search Consultancy, supporting Insurance and Insurtech businesses to attract and retain the very best insurance talent.Find out more about showcasing your employer brand as a guest on the Insurance Coffee House Podcast or sign up to our News and Insights.Or follow us on LinkedIn, Twitter or Instagram.Insurance Executive Search Consultants in USA, London and Bermuda.Copyright Insurance Search 2025 - All Rights Reserved.

Ty didn't set out to disrupt insurance. He built his career at Google and Amazon, launched a fintech company and then found himself staring at one of the most fragmented, manual-heavy industries in the world.He saw an opportunity. So he built Nolana.In the latest episode of the Leadership in Insurance Podcast, host Alex Bond sits down with Ty, Co-Founder & CEO of Nolana, for an honest and wide-ranging conversation about what it really takes to bring AI into insurance operations.Ty shares how Nolana's AI-powered platform is tackling the complexity of claims processing — across voice, email, and chatbots — with a product built in three layers: an operating system for AI agents, a suite of pre-built agents, and a customisable agent builder for insurers who want to go further.They also get into:✅ Why the Lloyd's market is ripe for AI and uniquely challenging✅ How voice AI is changing the way FNOL is captured and understood✅ The team's experience inside the Lloyd's Lab accelerator programme✅ Their bold vision: same-day claims payouts, self-serve processes, and better loss ratios through smarter automationWith a small but mighty team of six and a growing list of mentors from AXA, Hartford, and Lloyd's itself, Nolana is one to watch. Hosted on Acast. See acast.com/privacy for more information.

In this week's episode of Insurance Town Podcast, I sat down with my good friend Mariah Gates. Mariah has become one of the insurance industry's leading voices on automation, technology adoption, and helping agencies work smarter. What makes her perspective unique is that it is grounded in service, faith, and a genuine desire to help others succeed.During our conversation, we discussed how agencies can stop viewing technology as a burden and start seeing it as a strategic advantage. Mariah shares practical advice for building an effective technology ecosystem, implementing AI without overwhelming your team, and creating processes that allow agencies to scale while maintaining strong relationships with clients.Whether you're just beginning your technology journey or looking to maximize the tools you already have, this episode is packed with actionable insights you can apply immediately.Main Topics Covered:• Mariah's journey into insurance technology and automation• How faith and servant leadership have influenced her career• The evolution of AI and its growing impact on insurance• Why agencies struggle to fully utilize their existing technology• Building a connected and scalable technology ecosystem• The role of CRM systems in agency growth and efficiency• Lessons learned from the industry's digital transformation during the pandemic• Practical first steps for implementing automation and AI• Avoiding technology overload and choosing the right solutions• Personal productivity and automating everyday lifeKey Takeaways:• The insurance industry still has significant room for growth when it comes to technology adoption.• Most agencies are only utilizing a fraction of the capabilities available within their current technology stack.• Successful agencies focus on creating connected workflows instead of collecting disconnected tools.• AI implementation works best when agencies start with specific business challenges rather than chasing trends.• Team buy-in is critical for successful technology adoption.• Leaders should focus on solving employee pain points before introducing new technology.• Technology should support relationships, not replace them.• Faith, service, and integrity can serve as powerful foundations for leadership and business growth.• Building within established technology ecosystems often creates better long-term outcomes than relying on standalone solutions.• Small automation improvements can create significant time savings in both business and personal life.Timestamps:(00:00) Welcome to Insurance Town(00:26) Sponsor spotlight and technology solutions for agencies(01:55) Introducing Mariah Gates(03:46) Mariah's background and path into insurance technology(05:17) Faith, leadership, and serving others(07:04) Helping others before building a business(09:11) The opportunity for greater CRM adoption in insurance(09:30) How technology is changing agency operations(11:14) The pandemic's role in accelerating digital transformation(13:45) Why agencies often underutilize their technology(17:28) Building an integrated tech stack that works together(22:11) Common mistakes agencies make when selecting technology(27:36) Practical ways to begin implementing AI(33:20) Getting employee buy-in for automation initiatives(39:12) Choosing technology based on business needs(45:08) Personal automation and productivity hacks(50:41) Final thoughts and advice for agency leaders(54:22) Where to connect with Mariah GatesConnect with Mariah Gates:LinkedIn: https://www.linkedin.com/in/mariah-gatesSponsors:Canopy ConnectMAV1Fort

How Shameem Shah Is Helping Businesses Win With Agentic AI | XpentorShameem Shah | Founder & Tech Advisor, Xpentor (Bud Lake, NJ)LinkedIn: Xpentor (search E-X-P-E-N-T-O-R)Website: www.xpentor.comConnect & Inquire: via LinkedIn or the Xpentor website"AI is just refrigeration for us. Now, are you going to create your own Coca-Cola?" — Shameem ShahWhat separates a real, scalable AI build from something you slapped together on a no-code tool? On this episode of Diversified Game, Kellen Coleman sits down with Shameem Shah, founder of Xpentor, a software and technology consulting firm out of New Jersey serving insurance, higher education, NGOs, and government since 2008.Shameem breaks down the shift from generative AI to agentic AI, why most no-code builds fail to scale without the right data model and architectural foundation, and how his team uses AI to crush compliance and speed-to-market in the insurance industry.We get into his internal tool Cognax, real use cases from medical colleges to underwriting, why an MVP at $2,000 to $5,000 beats a blind $100,000 commitment, and his big-picture take on where AI is taking all of us.No surface-level hype. Real architecture, real problems, real solutions.Learn the mindset and moves that lead to real results. Please visit my website to get more information: http://diversifiedgame.com/

Nicolas Lares explains how real estate investors can turn insurance costs into profits using captive insurance — a strategy Fortune 500 companies have used for decades.In this episode of RealDealChat, Jack Hoss sits down with Nicolas Lares, founder of InsurTech, to break down captive insurance — what it is, how it works for real estate investors, and why most investors have never heard of it until now.Nicolas built his career helping run one of Amazon's largest logistics insurance networks before founding InsurTech, where he now helps real estate investors co-own the very insurance company that covers their portfolio.Topics covered include:What captive insurance is and how it differs from traditional insuranceHow investors collectively pool premiums and recapture unused profits at year-endWhy REITs and institutional funds have used this model for decadesHow a single-property investor can get started (yes, even one townhouse)The 80-unit Georgia example where an owner ended the year with a net surplus of $1,500 instead of an insurance expenseHow renters insurance can be stacked into the captive to offset property-level costsWhat traditional brokers say against captives (and why their incentives are misaligned)How InsurTech insures over 1 million doors across the USHow Nicholas is using Claude Code to automate proposal and compliance workflowsRapid fire: the lie investors tell themselves about assumptions and underwritingIf insurance feels like a sunk cost in your portfolio, this episode will change how you look at it.

In this week's episode of the Insurance Town Podcast, I got to sit down with my good friend Carl Ziade, co-founder of Gaia, for a conversation about innovation, entrepreneurship, AI, and what it really takes to drive meaningful change inside an insurance agency.One of the things I appreciate most about Carl is that while he's a technologist at heart, he understands that technology alone doesn't solve problems. Process comes first. People come first. Technology simply helps great organizations execute better.Carl's journey is a fascinating one. As a Lebanese immigrant and Stanford-trained computer scientist, he didn't originally set out to build solutions for the insurance industry. In fact, Gaia emerged after lessons learned from a completely different startup venture. What followed was a relentless focus on listening to customers, solving real-world problems, and building tools that help insurance professionals eliminate repetitive work and focus on higher-value activities.In our conversation, we discuss:• Carl's entrepreneurial journey and path into insurance technology• The lessons learned from early startup failures and pivots• Why customer feedback should drive product development• The importance of strong business partnerships and company culture• Why process matters more than technology• Practical strategies for AI adoption inside insurance agencies• How Gaia's browser extension automates repetitive data entry• The power behind Gaia's "super copy" and "super paste" functionality• Change management and gaining team buy-in for new technology• What's next for Gaia and the future of data enrichment in insuranceOne of my favorite takeaways from this conversation is Carl's advice to start small. Too many agencies feel like they need a complete transformation overnight. The reality is that successful AI adoption often starts with one process, one workflow, and one win. Build momentum, create confidence, and then scale from there.If you've been wondering how AI can help your agency become more efficient without disrupting everything you're already doing, this episode is packed with practical insights you can apply immediately.Pull up a chair, grab your favorite beverage, and enjoy my conversation with Carl ZiadeA special thank you to our sponsors for supporting the Insurance Town Podcast:• Canopy Connect, helping agents collect verified insurance information from prospects in minutes.• 1Fort, helping agencies streamline commercial insurance submissions and placement through AI-powered workflows.• MAV, helping agencies scale smarter sales and close more deals with Texting to quality quote and connect prospects with your producersWe appreciate their support and their commitment to helping insurance professionals build better businesses.

David Zhou, co-founder of The Side Letter and host of Superclusters, shares lessons from his journey as a founder, venture investor, LP, and educator. He explains how sophisticated limited partners evaluate venture funds, why consistent decision-making frameworks matter, and how emerging managers can stand out in an increasingly crowded market. David discusses common mistakes new LPs make, the metrics that matter when evaluating venture performance, and why successful investors develop discipline around both entering and exiting investments. He also shares practical advice for fund managers seeking LP support, emphasizing the importance of understanding investor motivations before ever making a pitch. In this episode, you'll learn: [02:35] How David accidentally became an entrepreneur and investor [03:42] Why venture capital appeals to people who love imagining the future [06:52] The story behind Superclusters and educating emerging LPs [11:21] Common mistakes first-time LPs make when evaluating funds [15:25] Why investors need consistent frameworks instead of chasing excitement [23:04] Which venture fund metrics actually matter and when [30:24] The three disciplines every great fund manager needs [32:25] Why the first LP meeting should never be a pitch [35:22] How to identify and build a unique competitive advantage [39:57] Understanding the motivations behind different types of LPs [44:03] How The Side Letter helps LPs make better investment decisions The nonprofit organization David is passionate about: Friends of Children with Special Needs About David Zhou David Zhou is the co-founder of The Side Letter, a platform that helps limited partners source, evaluate, and understand venture capital funds. He is also the host of Superclusters, a podcast focused on helping emerging LPs learn from experienced investors and better navigate the venture capital ecosystem. Before becoming an LP and venture ecosystem educator, David was a founder and venture investor. Through his writing, investing, and podcasting, he has become a respected voice on venture fund evaluation, LP decision-making, and emerging manager investing. About The Side Letter The Side Letter is a platform built to help limited partners make more informed venture capital investment decisions. The company provides LPs with tools, research, data, and educational resources designed to improve fund sourcing, diligence, and portfolio construction. By helping investors access better information and stronger evaluation frameworks, The Side Letter aims to reduce information asymmetry within the venture capital ecosystem and empower a new generation of sophisticated LPs. Subscribe to our podcast and stay tuned for our next episode.

RiskCellar is back with a packed episode that feels like the insurance industry itself, equal parts serious and unfiltered. Brandon Schuh and Nick Hartmann sit down to unpack a week that saw some of the biggest AI-driven headlines to hit the P&C space in recent memory. From a massive brokerage laying off 2,300 employees and blaming AI, to a CNN lawsuit targeting an AI search engine, to an InsurTech startup valued at $2.6 billion on just $40 million in revenue, nothing about this week is normal. And that's exactly the point.The episode digs into the Acrisure story, where roughly 2,300 jobs are being cut, the second round of layoffs in a single year, with AI cited as the primary driver. Brandon and Nick do the math. At $300,000 average revenue per employee, that's a $690 million bet on AI's ability to fill the gap. They zoom out to connect this to the broader PE pressure story, exits, soft markets, rising interest rates, and a potential IPO on the horizon. The conversation doesn't stop there. New York State's newly signed auto insurance tort reform law gets a thorough breakdown, including the new $100,000 cap on non-economic damages and tightened comparative negligence thresholds that could finally start moving the needle on affordability. And the CNN vs. Perplexity lawsuit opens a bigger conversation about AI as a derivative product, one that can't function without the journalism it may ultimately be destroying.Rounding out the news block is a closer look at Corgi, the AI-focused MGA that just raised at a $2.6 billion valuation despite generating only $40 million in revenue, a 65x multiple that leaves both hosts scratching their heads. Brandon draws a pointed parallel to boutique consulting firms now competing with McKinsey-sized players thanks to AI tools, a trend with direct implications for insurance brokerages of every size. The episode wraps with a "Three Truths and a Lie" segment on classic TV shows and a round of Simpsons trivia, staying true to the show's blend of sharp industry analysis and genuine conversation between two people who genuinely enjoy talking shop.Takeaways:Acrisure's 2,300-person layoff represents a (690M) bet that AI can replace human production capacity.PE-backed brokerages are under compounding pressure from soft markets, rising rates, and IPO timelines.New York's auto tort reform caps non-economic damages at (100,000) and tightens comparative negligence rules.AI is a derivative product, it depends on journalism and original content to function.CNN filed suit against Perplexity for alleged copyright infringement in New York federal court.Corgi's (2.6B) valuation at (65times) revenue raises serious questions about InsurTech market rationality.Boutique brokerages now have the firepower of Aon or Marsh thanks to accessible AI tools.Alleged class action litigation is brewing against a PE-backed brokerage over unpaid producer compensation.Chapters:00:00 Welcome to RiskCellar2:45 Big News Tease + What Are You Drinking?4:00 Memorial Day Weekend Recaps7:38 This Week's AI Theme Intro8:00 Acrisure Layoffs: The (690M) AI Bet17:30 Sponsor Break: IPFS + freeflow.ai17:4 CNN vs. Perplexity: AI and Journalism's Collision21:05 Corgi's (2.6B) Valuation and the InsurTech Bubble23:30 Boutique vs. McKinsey: AI Levels the Consulting Playing Field27:10 SpaceX IPO, Elon Musk, and Market Insanity29:00 Howden TROs and Industry Legal Wars30:38 Three Truths and a Lie: Classic TV Edition32:17 Simpsons Trivia: First 100 Episodes33:57 Upcoming Guests and Episode WrapConnect with RiskCellar:Website: https://www.riskcellar.com/Brandon Schuh:Facebook: https://www.facebook.com/profile.php?id=61552710523314LinkedIn: https://www.linkedin.com/in/brandon-stephen-schuh/Instagram: https://www.instagram.com/schuhpapa/Nick Hartmann:LinkedIn: https://www.linkedin.com/in/nickjhartmann/

In today's episode of Insurance Town, Heath sits down with Paul Riemer, CEO of Riemer Insurance Group and Panther Insurance. Paul shares how his agency has grown through a commitment to relationships, community involvement, strategic niche markets, and a willingness to embrace innovation while maintaining a personal touch.As a second-generation insurance professional, Paul discusses the lessons learned from starting at the ground level, building trust with clients, developing strong teams, and navigating today's rapidly changing insurance marketplace.Key Topics Discussed:• Building a successful agency through relationships and community engagement• Opportunities emerging in challenging insurance markets• Growing through niche markets and specialized expertise• Creating a culture that attracts and retains great people• Balancing technology, AI, and personal service• Lessons learned from a family-owned insurance businessEpisode Timeline(0:01 - 1:57) Introduction & Sponsors (2:19 - 4:13) Paul's Introduction & Market Insights (6:04 - 8:01)Personal Background & Family Business (9:33 - 13:02)Challenges & Learning in Insurance (13:52 - 15:21)Agency Growth & Team Dynamics (19:29 - 20:57)Community Engagement & Relationship Building (43:00 - 44:28)Innovation & Maintaining the Personal Touch (47:43 - 49:35)Conclusion & Contact InformationThanks to our Sponsors:1fort AICanopy ConnectMavThe Sassy Happy

Today's podcast is one of those conversations that stretched my ability to keep up with my interviewee to the limit. Andrew Johnston is the Global Head of Insurtech at Gallagher Re and has been at the forefront of understanding and chronicling the Insurtech phenomenon since it emerged over ten years ago. Gallagher Re's quarterly reports on the topic have been required reading over the past decade for anyone wanting to understand the intersection between insurance and technology. In that period Digital disruption, Blockchain, Parametric and Embedded insurance are themes that have come to the fore. Now AI is the dominant force, so much so that Insurtech and AI are now effectively synonymous. Gallagher Re's latest quarterly Insurtech report is one of the best pieces of research into AI and insurance that I have read. It goes way beyond AI-related Insurtech investment opportunities and digs right into the profound risk implications of AI as an emerging casualty peril in its own right. Andrew is a dream guest, incredibly sharp, bright and fun to spend time with. He's that rare kind of person who makes you feel more intelligent for having spent time chatting to them. Listening back there are points in the conversation where whole new avenues of questioning were opening up that I failed to explore. But that's the mark of a strong interview. It always leaves you wanting more. It's a bit like when you wake up the morning after a big debate or argument with terrible pangs of regret that you failed to ask the killer question in the heat of the moment. The developments in AI are moving so fast that I feel certain it won't be long before I have Andrew back on the show to help put everything into context for us. But until then this is the next best thing. NOTES: I highly recommend you download the latest Gallagher Re Insurtech report here: https://www.ajg.com/gallagherre/news-and-insights/global-insurtech-report-for-q1-2026/ LINKS: We thank our naming sponsor AdvantageGo, now part of Sapiens: https://www.advantagego.com

Introduction International tech companies burn through $2 million trying to crack the US market every day. Not because their product is wrong. Because they hire a sales team before they have a sales motion. Dan Griffith has spent 15 years watching this mistake play out—and building the playbook to prevent it. Griffith is the founder of Greater Gain Group, a go-to-market firm that helps software and technology companies—most of them international—land and scale in US insurance, financial services, and healthcare markets. As the first US hire for a South African company, he scaled it from $3M to $150M in three years. Those hard lessons became the foundation for Greater Gain Group's 90-day go-to-market framework. In this conversation, Josh Hollander and Griffith dig into why the unicorn sales hire is the most dangerous move an international founder can make, what has to be true before you put a rep in a seat, and where the insurtech market is creating real demand for cross-border go-to-market right now. Guest Bio Dan Griffith is the Founder and Principal Consultant at Greater Gain Group, a go-to-market consultancy specializing in helping international software and technology companies enter and scale in the US insurance, financial services, and healthcare markets. With 30 years in enterprise sales and marketing, he has served as a first US hire and go-to-market architect for companies entering from South Africa, France, Europe, and beyond. His 90-day framework takes founders from "we're entering the US" to a repeatable sales motion—without the $2M mistake. Key Topics • The $2M mistake — A VP of Sales, two account executives, a marketing hire, an office, and conference travel. You're at $2M in under a year with nothing built and no pipeline. Fifty percent of Greater Gain Group's clients have already made this mistake before they call. • Don't hire salespeople (yet) — The tell that a founder is about to flame out: they say they're going to hire a sales team. Griffith's rule: build the sales motion before you build the team. A rep can't fly a plane that hasn't been designed. • The founder has to come — For companies under $50M, having a founder on the ground for early US conversations is the strategy. Hearing objections directly is how you convert from founder-led to team-led sales—the transition Greater Gain Group is built to facilitate. • Three to five segments, not one — Pick no fewer than three and no more than five market segments, understand the pain in each, and build an outreach engine that generates sales conversations—not leads. Leads have no value. • Paid pilots and MSA reality — US buyers do paid pilots. Free pilots signal low value and waste time. On contracts: insurance companies have ten times more lawyers than you. Know your non-negotiables, keep the list short, and don't let MSA rigidity keep you out of the market. • Price higher than you think — International companies consistently underprice the US market by 20–40%. Corporate budgets at US insurers are significantly larger than abroad. One client was surprised a health insurer's CTO had $475K of year-end budget left for a POC they'd hesitated to price. Notable Quotes "They hand you your laptop and say, go sell us some stuff. I learned a lot of hard lessons on how not to do things." "If you don't bring value, you're out. The US market is transactional. As much as I hate to say it." "A lead has no value. Build an outreach engine that generates sales conversations." "Your only competitor is the status quo. If you're getting into a feature-function-benefit argument, you've already lost." Resources Guest: • Greater Gain Group: https://www.greatergaingroup.com • Dan Griffith on LinkedIn: https://www.linkedin.com/in/dangriffithsr/ Host & Organization: • Joshua R. Hollander on LinkedIn: https://www.linkedin.com/in/joshuarhollander/ • Horton International (USA): https://www.horton-usa.com/ • Insurtech Leadership Podcast (LinkedIn Showcase): https://www.linkedin.com/showcase/insurtech-leadership-show Subscribe & Review If you enjoyed this episode, subscribe on your favorite platform and leave a review. The Insurtech Leadership Podcast is available on YouTube, Apple Podcasts, and Spotify.

Why is the energy transition inevitable? Not just desirable, but inevitable. In this first module of the Energypreneurs Masterclass, I curated five conversations from 300+ episodes to answer that question. You'll hear from a trucking entrepreneur, a clean energy analyst, a physicist, and an InsurTech founder, each telling the same story from a completely different angle. This masterclass is free for 3 months. 8 modules total. Hosted by Sohail Hasnie, 40 years in the power sector, former Asian Development Bank energy specialist. Connect with Sohail Hasnie: Facebook @sohailhasnie X (Twitter) @shasnie LinkedIn @shasnie ADB Blog Sohail Hasnie YouTube @energypreneurs

Was passiert, wenn ein Startup-Investor die Versicherungsbranche auseinander nimmt – und daraus eine KI-Plattform für Makler baut?In dieser Folge spricht Simon Moser mit Daniel Dierkes, Gründer von SureIn, über die vielleicht größte Transformation der Versicherungsbranche seit der Digitalisierung. Warum verbringen Makler heute noch bis zu 50% ihrer Zeit mit Verwaltung? Weshalb reichen klassische MVPs und CRM-Systeme künftig nicht mehr aus? Und warum könnte KI darüber entscheiden, wer in den nächsten Jahren gewinnt – oder verschwindet?Daniel gibt exklusive Einblicke in:die Entstehung von SureIn & der neuen KI-Plattform Moduswarum Maklerbetriebe heute massiv ineffizient arbeitenwie KI komplette Workflows automatisieren kannweshalb Spezialisierung trotz KI wichtiger wird als je zuvordie Zukunft von Beratung, Service & Skalierung im Maklermarktwarum KI nicht wie ein „Praktikant“, sondern wie ein digitaler COO gedacht werden sollteEine Folge über operative Überforderung, digitale Geschäftsmodelle, KI-Agenten, Wachstumsschmerzen – und die unbequeme Wahrheit darüber, wie sich Maklerarbeit in den nächsten Jahren radikal verändern wird.Für alle Vermittler:innen, Makler:innen, InsurTechs und Entscheider:innen, die verstehen wollen, wohin sich die Branche wirklich bewegt.Schreibt uns gerne eine Nachricht!Folge uns auf unserer LinkedIn Unternehmensseite für weitere spannende Updates.Unsere Website: https://www.insurancemondaypodcast.de/Du möchtest Gast beim Insurance Monday Podcast sein? Schreibe uns unter info@insurancemondaypodcast.de und wir melden uns umgehend bei Dir.Dieser Podcast wird von dean productions produziert.Vielen Dank, dass Du unseren Podcast hörst!

The App Era Is Over: Wallet-Native Insurance & the Agentic Frontier — Marc Lampe × Ernesto Suarez In this episode of Scouting for Growth, Sabine VanderLinden sits down with Ernesto Suarez and Marc Lampe to explore why the future of insurance is moving beyond apps and into wallet-native, AI-ready experiences. The conversation begins with a powerful reminder of why customer experience matters: a traveler stranded abroad, unable to prove they had insurance in an emergency. From there, the discussion unpacks the hidden friction embedded across the insurance journey — especially in claims, servicing, and customer engagement. Ernesto shares how Gigasure was designed as a digital-native travel MGA focused on mobile-first engagement, instant gratification, and removing the traditional “handoffs” that frustrate policyholders. Marc explains how Wallet Studio, developed by Miss Moneypenny Technologies after nearly a decade of experimentation, enables insurers to create dynamic wallet-based insurance experiences that sit directly alongside boarding passes, payments, and loyalty cards. Together, they reveal how the partnership rapidly launched over 50,000 digital wallet cards in just a few months, achieving remarkable customer engagement and demonstrating that insurance can become proactive, contextual, and genuinely useful. The episode also dives into parametric claims, embedded insurance, MGA innovation, AI-enabled customer journeys, and why ecosystem collaboration — not disruption alone — is shaping the next era of InsurTech.   KEY TAKEAWAYS What struck me most in this conversation is how both Ernesto and Marc are solving an issue the industry has talked about for years but rarely fixed: making insurance truly accessible and useful at the exact moment customers need it most. We often talk about “customer experience” in insurance, yet too many journeys still rely on PDFs buried in inboxes, disconnected claims processes, and handoffs between providers. This discussion showed what happens when founders design around real human behavior instead of legacy systems. I was particularly fascinated by the simplicity and power of wallet-native insurance. Consumers already use wallet technology every day for boarding passes, payments, loyalty cards, and transport tickets. Integrating insurance directly into that ecosystem feels obvious once you see it in action. The results speak volumes: more than 50,000 wallet cards issued within months and exceptionally high customer engagement rates. That tells us customers are ready for insurance experiences that are frictionless, visible, and mobile-first. Another important insight is how the MGA model is evolving. Ernesto highlighted how modern MGAs are increasingly powered by specialist InsurTech enablers rather than trying to build every capability themselves. The future is less about disruption in isolation and more about intelligent collaboration, integration, and speed to market. This partnership demonstrates how insurers, MGAs, and technology providers can create far more value together than separately. Finally, I loved the honesty around AI and the “agentic frontier.” Both guests acknowledged that technology alone is not enough. The real challenge is guiding customers through increasingly complex ecosystems in ways that remain trustworthy, intuitive, and human-centered. The winners in this next phase of insurance innovation will be the companies that combine intelligent automation with seamless customer trust.   BEST MOMENTS “The era of the app, as we have known it, is over.” — Marc Lampe “88% said they have trouble finding their documents.” — Ernesto Suarez “Insurance has never been tangible. And I feel like this is a little piece that we can give customers for what they've purchased.” — Ernesto Suarez “The solution is not to build the perfect AI-driven functionality, but to deliver that actually to the customer.” — Marc Lampe “We're all very good at selling, but it's the post-sale service element that I feel is a big lie.” — Ernesto Suarez “The customer should only have the experience and not struggle.” — Marc Lampe “We are trying to eat away at the friction.” — Ernesto Suarez “Customer experience in insurance can actually be good.” — Sabine VanderLinden   ABOUT THE GUESTS Ernesto Suarez Ernesto Suarez is the Founder and CEO of Gigasure, a digital-native MGA redefining travel insurance through mobile-first engagement and wallet-native customer experiences. With more than 25 years in the insurance industry, Ernesto previously founded and exited a successful niche insurance venture focused on car hire excess protection. Through Gigasure, he is building a new generation of insurance products designed specifically for millennials and Gen Z consumers, combining embedded services, parametric claims, instant payouts, and app-driven customer servicing. Marc Lampe Marc Lampe is the Co-founder of Miss Moneypenny Technologies, the company behind Wallet Studio, a wallet-native platform enabling insurers to create dynamic digital insurance cards and customer engagement experiences. An entrepreneur since the age of 17, Marc has spent more than a decade developing wallet technology solutions across industries before focusing on insurance. Today, Wallet Studio powers wallet-native experiences for more than 20 insurers and MGAs, helping carriers modernize customer engagement, claims interaction, and embedded insurance journeys.   ABOUT THE HOST Sabine VanderLinden is a corporate strategist turned entrepreneur and the CEO of Alchemy Crew Ventures. She leads venture-client labs that help Fortune 500 companies adopt and scale cutting-edge technologies from global tech ventures. A builder of accelerators, investor, and co-editor of the bestseller The INSURTECH Book, Sabine is known for asking the uncomfortable questions—about AI governance, risk, and trust. On Scouting for Growth, she decodes how real growth happens—where capital, collaboration, and courage meet. If this episode sparked your thinking, follow Sabine VanderLinden on LinkedIn, Twitter, and Instagram for more insights. And if you're interested in sponsoring the podcast, reach out to the team at hello@alchemycrew.ventures

In this episode of Insurance Town, I get to interview my good friend Casey Armstrong of Canopy Connect. We dive into the innovative ways Canopy Connect is revolutionizing data collection for insurance agencies. Casey shares insights on how their platform simplifies client interactions, enhances data accuracy, and integrates seamlessly into existing workflows. Join us for an engaging discussion on the future of insurance technology and how agencies can leverage these tools for growth and efficiency..In this episode: Casey shares his journey with Canopy Connect from its inception in 2020 and how agency data collection has evolved.The simplicity of using QR codes and custom referral links to streamline prospect interactions.How Canopy Connect's Trailhead feature offers flexible, choose-your-own-adventure insurance pathways.The real-world impact of instant loss runs and deck pages extracted directly from carriers' systems.The role of AI in automating mundane tasks, freeing agents to focus on trusted advisory.Unique marketing strategies like limo rides and conference appearances to connect with customers creatively.The importance of human oversight in AI solutions to ensure accuracy and trust.Case stories illustrating premium increases through correct coverage and client advocacy.Practical tips for agencies new to Canopy Connect, including the ease of integrating it into current workflows.Casey's heartfelt message on gratitude, technological progress, and the future of insurance. Timestamps: 00:00 - Welcome to Insurance Town & Casey Armstrong intro 00:29 - Canopy Connect: The one-click solution for agencies 00:58 - The benefits of automation and the Trailhead feature 01:26 - AI for insurance: saving time and improving accuracy 02:23 - Exploring innovative marketing strategies and conference fun 03:00 - Casey's background, biking stories, and Northwest Arkansas 07:28 - How Canopy Connect transforms prospect engagement 08:08 - The value of instant carrier data and loss runs 09:39 - Bringing human oversight to AI automation 10:34 - The manual effort saved by AI and data accuracy 12:23 - How deck pages from carriers eliminate errors 15:08 - Commercial accounts insights and loss history access 16:13 - Simplified onboarding for new users of Canopy Connect 16:53 - Embedding Canopy into existing agency workflows 20:16 - Real-world client stories: under-insured homes & premium impacts 24:28 - Trailhead: The flexible, customizable journey paths 28:23 - The speed and efficiency benefits of Canopy Connect 30:34 - Lead tracking and prospect management dashboard 36:37 - Creative marketing: conference limos & branded experiences 38:35 - Heartfelt messages to existing customers and prospects 42:08 - Casey's call to action: harnessing technology for growth & successResources & Links: Canopy Connect - Streamline client data collection and quoting1Fort AI - AI automation for insurance submissions and quotingMAV - Text messaging solutions for prospect qualification Casey Armstrong on LinkedIn Connect with Casey: LinkedIn Email: casey@usecanopy.com Note: This lively and authentic discussion highlights cutting-edge solutions shaping the future of insurance. Whether you're an agent, agency owner, or industry innovator, Casey's insights will inspire your next move—embrace technology, improve efficiency, and grow your business with confidence.

Christina Quinn, General Partner at SSC Venture Partners, shares practical lessons from investing in first-time founders and supporting Boston College entrepreneurs through venture funding and accelerator programs. She explains how SSC Venture Partners combines community, mentorship, and early-stage capital to help founders navigate the difficult early years of company building. Christina also discusses the qualities she consistently looks for in entrepreneurs, including adaptability, resilience, initiative, and self-awareness. In this episode, you'll learn: [01:59] Christina Quinn's unconventional path into venture capital [05:36] How SSC Venture Partners supports Boston College founders [10:30] Why SSC invests at the true pre-seed stage [15:52] The founder traits Christina values most [18:14] How to tell real founder obsession from startup hype [21:01] The GiveCard story and mission-driven entrepreneurship [26:07] Common reasons founders get rejected [30:06] Advice for founders before pitching investors The nonprofit organization Christina is passionate about: Artists for Humanity About Christina Quinn Christina Quinn is a General Partner at SSC Venture Partners, where she focuses on backing early-stage founders connected to the Boston College ecosystem. Before entering venture capital, Christina built a career in marketing, communications, and private equity, developing expertise in storytelling, fundraising, and brand strategy. She previously worked with emerging venture managers through Coolwater Capital and has become known for her founder-first approach to investing, particularly with first-time entrepreneurs building mission-driven businesses. About SSC Venture Partners SSC Venture Partners is an affinity-based venture capital firm and startup accelerator focused on founders connected to the Boston College ecosystem. Founded originally as a nonprofit accelerator program, SSC has evolved into an early-stage venture platform supporting entrepreneurs through mentorship, community, and pre-seed capital. The firm invests across sectors and emphasizes founder development, resilience, and long-term company building. In addition to its venture fund, SSC operates accelerator programs designed to help first-time founders navigate product development, customer discovery, fundraising, and team building. Subscribe to our podcast and stay tuned for our next episode.

In Episode 306 of FNO: InsureTech, co-hosts Rob Beller and David Prejeant are joined by Joshua Frossell, Founder and CEO of Senen. With a background spanning underwriting, strategy, and consulting across organizations like Allianz, Lloyd's, and Accenture, Joshua brings an operator's perspective to the InsurTech space. Senen is a claims intelligence platform that applies AI across the full lifecycle, from FNOL through settlement, transforming unstructured data into actionable insights, reducing manual work, and helping insurers make faster, more informed decisions. Joshua and the Senen team are quickly gaining recognition in the industry. In January 2026, Senen won the inaugural Generali Challenge Lab at ITC London 2026, emerging from a competitive group of startups after pitching live on the main stage. The platform was recognized for its ability to turn claims data into decision ready intelligence, improving reserving accuracy, accelerating triage, and enabling better outcomes, particularly in climate related claims. Around the same time, Senen was also accepted into the Microsoft for Startups program, gaining access to Azure infrastructure, advanced AI capabilities, and a global network to support growth and deployment. This episode also marks David Prejeant's introduction as co-host on the podcast, bringing more than 20 years of claims experience into the conversation. Together, Rob and David explore Joshua's journey from underwriting to building an InsurTech company, and what it takes to move from industry operator to founder. Key Highlights [02:00] • David Prejeant's introduction as co host on the podcast and joining the FNO team [09:30] • How Senen is using AI to streamline the claims lifecycle, from FNOL through settlement [14:00] • Joshua's transition from underwriting and consulting into building an InsurTech company [16:00] • Senen's 2026 ITC London Generali Challenge Lab win and what set their platform apart [27:30] • How Senen is built around delivering real outcomes for claims teams, not just AI capabilities

In this week's episode of Insurance Town, I had the privilege of interviewing my friend Ema Roloff of Roloff Consulting. Ema and I dive deep into what it really means to lead in today's digital world, especially in an industry built on relationships, trust, and communication.Ema shares her journey from education into digital sales and consulting, along with the lessons she learned during the COVID era that completely transformed the way she approached content, technology, and leadership. This conversation is packed with practical insights for insurance professionals, business owners, marketers, and anyone trying to navigate change without losing authenticity along the way.We talk about the power of educational content, why relationship-building still wins, how to use AI intentionally, and what it means to become a true digital leader inside your organization.If you've ever struggled with showing up online, wondered how to balance authenticity with innovation, or felt overwhelmed by the pace of change in business today, this episode is for you.Timestamps 00:00 – Introduction and episode overview  07:25 – Overcoming sales challenges through content and education  09:33 – Why relationship-building beats traditional sales tactics  11:45 – Long-term trust development and sales cycles  13:09 – Creating authentic, value-driven content for B2B success  22:06 – Change management and decision fatigue  24:24 – Moving from product-focused to problem-focused content  26:55 – The mindset of serving and educating through social media  31:36 – Balancing authenticity with experimentation and technology  36:31 – Intentional implementation of AI and tech solutions  46:33 – Avoiding hype cycles and focusing on purposeful growth  54:32 – Reflecting on COVID as a catalyst for growth and innovation  59:10 – Ema's current work and how to connect with her And as always, thank you to our amazing sponsors: Canopy Connect  MAV  1Fort AI Be sure to subscribe, leave a review, and share this episode with someone in the insurance industry who could benefit from the conversation.-----------------------------------------------------------------------------------------------------------------------------------------------The Sassy Happy- For all of your corporate gifting needs- contact Mysassyhappy@gmail.com for more information on all things client gifts, employee gifts, or personal gifting to your best friend or favorite person too. :) 

In this episode, Jay Wolfberg shares his remarkable journey from a small Connecticut town to leading a $32 million agency in Florida, and discusses his insights on scaling, client relationships, and franchise models in the insurance industry. Whether you're an aspiring agent or an industry veteran, Jay's strategic approach to responsiveness and authenticity offers valuable lessons for growth and success.Timestamps00:00 - Introduction and episode overview 02:24 - Meeting Jay Wolfberg and intro06:17 - The importance of selling on value versus price09:02 - How Jay figured out his agency's unique value proposition 11:37 - Handling commoditized auto coverage and understanding customer needs & growth y to a $32 million book14:40 - The secret to hyper-responsiveness and proactive customer service 18:48 - Creating an effortless, customer-centric experience 22:41 - Building and leading a franchise with WeInsure 37:21 - The structure and benefits of the WeInsure39:00- how to find JAY1Fort: AI for insurance agencies, automating submissions, quoting, and binding to save time and win more commercial PNC.Canopy Connect: The one-click solution for getting deck pages needed to quote prospects.MAV: AI-powered insurance expert managing unlimited leads with friendly text to qualify, quote, and connect prospects to agents.Resources & LinksWeInsure GroupJay Wolfberg's emailConnect with Jay WolfbergLinkedInTwitter

Ian Sandler, COO of Insight Partners and co-founder of Riley's Way Foundation, engages in a deeply personal and wide-ranging conversation on leadership, venture capital, and building meaningful impact. Ian reflects on his unconventional career path, his philosophy on building organizations, and how a personal tragedy shaped his mission to empower the next generation of kind leaders. He also shares practical advice for founders and young leaders on dreaming big, understanding themselves, and building networks that matter. In this episode: [00:58] Ian Sandler's background and upbringing [03:59] From law to “wimpy entrepreneur” [06:05]  Building and scaling at Insight Partners [09:27]  Balancing venture capital with purpose [12:35]  What makes great investors today [17:12]  The story behind Riley's Way Foundation [31:33]  Advice for young leaders: dream big, self-care, network [36:17] The future of Riley's Way Foundation The nonprofit organization Ian is passionate about: Riley's Way Foundation About Ian Sandler Ian Sandler is the Chief Operating Officer at Insight Partners, where he oversees the firm's non-investment operations and helps scale new strategic initiatives. Over a career spanning roles at Morgan Stanley, The Carlyle Group, and Citadel, he has built a reputation as a “builder of businesses” who specializes in identifying talent and turning ideas into scalable platforms. In parallel, he is the co-founder of Riley's Way Foundation, a nonprofit dedicated to developing kind, community-driven young leaders. About Insight Partners Founded in 1995, Insight Partners is a global venture capital and private equity firm focused on high-growth software, internet, and technology companies. The firm manages over $90 billion in assets and has invested in more than 875 companies worldwide, supporting founders from early-stage growth through IPO. Its approach combines capital with hands-on operational support through its “Onsite” team, helping companies scale revenue, build talent, and execute go-to-market strategies. Subscribe to our podcast and stay tuned for our next episode.

In this episode, Tyler Brown shares a grounded and practical look at what actually drives success in insurance sales. Drawing from his upbringing and career journey, Tyler explains why authentic listening is still the most underrated skill in the business. He breaks down how emotional connection influences buying decisions, how to ask better questions, and why consistent follow-up separates top producers from everyone else.The conversation also explores how tools like AI, including platforms like Nova Intel, can sharpen sales performance without replacing the human element. If you are looking to improve close rates, build stronger client relationships, and bring more intention into your sales process, this episode offers a straightforward roadmap.A quick thank you to our sponsors who make conversations like this possible: 1Fort, Canopy Connect, and MAV.What You'll Learn: Why listening is more powerful than pitching in today's sales environment  How emotional triggers influence buying decisions  Practical ways to improve your follow-up process  The art of asking deeper, more meaningful questions  How AI can support, not replace, strong sales habits  Why trust is built through honesty and transparency, not pressure Key Takeaways:Tyler makes a strong case that most sales problems are not pipeline problems, they are communication problems. Agents often talk too much, assume too much, and follow up too little.One of the biggest shifts discussed is moving from surface-level conversations to deeper discovery. When you slow down and truly understand what matters to a client, your recommendations become more relevant and your close rate improves naturally.Another important theme is consistency. Follow-up is not complicated, but it does require discipline. The agents who win are the ones who stay in front of prospects in a thoughtful and helpful way.On the technology side, AI is positioned as a tool for refinement. Whether it is helping analyze conversations, suggest better questions, or improve messaging, it gives agents an edge if they are willing to use it.Notable Quotes: “If you listen long enough, people will tell you exactly how to sell to them.”  “People don't buy policies, they buy peace of mind.”  “Follow-up isn't about being pushy, it's about being present.” Canopy Connect If you're still chasing down dec pages and playing email tag with clients, you need to check out Canopy Connect. It's a simple tool that lets your clients securely share their current insurance information in minutes. That means faster quoting, cleaner data, and a much better client experience. It takes friction out of the process, which is something every agency can benefit from.MAV Finding good people is one of the hardest parts of running an agency right now. MAV helps solve that by connecting you with trained, remote insurance professionals who are ready to step in and contribute. Whether you need help with service, sales support, or operations, MAV gives you a way to scale your team without all the traditional hiring headaches.1Fort (1fort.ai) 1Fort is bringing AI into the insurance workflow in a practical way. This isn't about hype, it's about helping agencies move faster and make smarter decisions. From streamlining submissions to improving how you manage data and communication, 1Fort helps you operate more efficiently so you can spend more time where it matters most, building relationships and growing your book.

In this episode of Insurance Town, Kevin Deutsch joins the show to unpack what's really happening in the health insurance space right now. From the growing role of AI to the emergence of ICHRA as a disruptive model, Kevin brings a practical perspective on where the industry is headed and what it means for agents, brokers, and agencies.The conversation digs into how technology is reshaping distribution, why data management is becoming a competitive advantage, and how personalization is moving from buzzword to reality. If you've ever felt like health insurance is overly complex, this episode helps simplify what matters and where to focus.Key Takeaways: Health insurance remains overly complex, but simplification is coming through better technology and data use  AI is only as effective as the data behind it, making data organization critical for agencies  ICHRA is creating new opportunities and challenges for brokers in the benefits space  Commission structures and distribution models are continuing to evolve  Personalization is not a future idea, it is actively shaping how coverage is designed and delivered today  Agencies that understand and adapt to these shifts will be better positioned for long-term growth  00:00 – Introduction 09:02 – Changes in Health Insurance Distribution 12:05 – The Role of Brokers in Health Insurance 15:06 – The Shift in Commission Structures 18:10 – The Impact of ICRA on Health Insurance 24:10 – Future of P&C Agencies in Health Insurance 29:57 – Understanding ICRA and Its Value 32:29 – Adoption of AI in Health Insurance 38:05 – Data Management for AI Utilization 40:26 – Trends in Personalization of Health Insurance 43:21 – Preparing for Personalized Benefits 44:42 – The Rise of Provider Sponsored Health Plans  48:59 – Softheon Mission and ServicesSponsorsCanopy ConnectMav1Fort AI Goli 

Gilad Shai, Managing Director at BMI Capital International,  reveals the harsh realities and hidden opportunities in the InsurTech ecosystem. From launching InsurTech LA with 10 people in 2015 to watching billion-dollar valuations evaporate 90% post-IPO, Gilad shares unfiltered insights on why most InsurTech startups are stuck in "purgatory" and what it really takes to succeed in insurance innovation. In this episode, you'll learn: [01:13] Building the InsurTech LA community [05:26] The evolution of InsurTech over the past decade [10:50] Are we early or late in InsurTech? [15:01] Why innovation in insurance is harder than it looks [19:43] Advice for founders entering InsurTech [23:05] IPO failures and M&A realities The nonprofit organization Gilad is passionate about: Gift of Life About Gilad Shai Gilad Shai is a Managing Director at BMI Capital International. A Global InsurTech expert and lead advisor at BMI, Gilad has over 20 years of professional experience. He invests directly and is an active advisory board member in several organizations. Gilad's experience spans multiple industries and company sizes. He worked for large brands Intel, Hearst, Yahoo!, and Farmers insurance and has launched several startups. Gilad is a host, a speaker, and an author on the InsurTech subject. He has been organizing InsurTech LA events and hosting guest speakers since 2017. He has given keynote presentations and moderated panels at major global conferences in NYC, London, Chicago, Vegas, and Tel Aviv. Gilad co-authored The InsurTech book, published by Wiley, and featured in Financial Times and other media outlets and podcasts. About BMI Capital International BMI Capital International is an investment firm focused on the intersection of insurance and technology. The firm specializes in identifying and supporting innovative solutions that transform how insurance products are created, distributed, and managed. BMI Capital provides strategic capital and industry expertise to help portfolio companies navigate the complex insurance ecosystem and achieve meaningful scale. Subscribe to our podcast and stay tuned for our next episode.

In this weeks episode we release more from the Lazy River, Casey Nelson's idea that has been such an amazing addition to the show. I appreciate all of the feedback I have gotten from these, so I will leak a few more out over time!  This clip is a continuation of the part 2, where we get into mental health, and leadership principles etc. sponsored by:Canopy ConnectMAV1Fort AI