InsurTech Geek Podcast

Jay Bell, COO and Head of Business Transformation, Global Construction and Surety at Zurich North America, joins host James Benham live at ITC 2026 to explore AI, insurance transformation, and how to turn technology into measurable impact.

Jay served six years as an enlisted Marine, then worked as one of the first DSL installers in the country before starting over at 29 as a workers' comp claims adjuster at The Hartford. He became a team leader in about 18 months, traded his Six Sigma skills for an underwriting education, chose construction as the closest he could stay to a blue collar role within a white collar world, and went on to lead The Hartford's middle and large commercial programs before joining Zurich North America. He is also the author of The Goat in the Machine, a leadership field guide to turning AI activity into measurable impact.

In this episode:

→ Why so much AI work measures activity instead of impact, and why every rollout needs a baseline before it starts.

→ Why the industry keeps pointing efficiency efforts at the same intake problems and still expects a different return.

→ How Zurich's DAILY (Driving AI Literacy) group grew with no mandate and no budget, and turned casual users into citizen builders.

→ How to keep Lean and Six Sigma discipline while hiding the method from underwriters, and why operations should hire people who have done the underwriting job.

→ Seven goats, three sheep, and the story behind The Goat in the Machine and its free nine question team assessment.

Key Quotes:

"I've started to get more relentlessly focused on the difference between activity and impact."

"We're just continuing to do the same things we've always been doing."

"It's all about empowering the people."

"We're turning regular folks into real citizen builders."

Chapters:

00:00 Cold open

00:26 AI activity versus real impact, live at ITC 2026

01:36 Las Vegas, construction and surety

03:10 Connecticut roots and the Marine Corps

04:14 Marine assaultman, 1993 to 1999

05:11 From the phone company to work comp claims at 29

06:22 Team leader at 18 months and the Six Sigma trade into underwriting

07:42 Choosing construction: a blue collar role in a white collar world

08:07 Walking a mile in underwriting's shoes

10:32 Claims transformation without claims chaos

10:59 Not a technologist: empowering the individual

12:06 Activity versus impact: what can people do now?

12:45 Lean, 2 Second Lean and Six Sigma behind the scenes

14:57 AI, the multi-tool

15:29 DAILY: AI literacy with no mandate and no money

16:03 How a casual user became a citizen builder

17:03 Copilot, Cowork and the frontier models

18:34 The Goat in the Machine

19:11 Goats, sheep and leading with your weirdness

20:25 A field guide and a nine question team assessment

21:23 Goats clearing land

22:41 Where to get the book, and wrap up

🔗 Connect:

Jay Bell: https://www.linkedin.com/in/jaybbell/

Zurich North America: https://www.zurichna.com | https://www.linkedin.com/company/zurich-north-america/

The Goat in the Machine (free copy): https://goatinthemachine.net

👤 Host:

James Benham: https://www.linkedin.com/in/jbenham

🎙️ This episode is sponsored by Terra, the next-generation Workers' Comp and Commercial P&C Software.

Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:

LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always, Enjoy the Ride & Geek Out! 🤓

Jay Vinda, Global CISO and Cyber Risk Engineering Lead at Mosaic Insurance, joins host James Benham live at ITC 2026 to explore cyber risk engineering, the emerging risks surrounding AI, and how cybersecurity intelligence is changing insurance.

Jay grew up in London wanting to be a chef, studied mechanical engineering, and spent a couple of months in Peru building wind turbines for villages without electricity. A cybersecurity graduate scheme in 2016 was meant to last a couple of years; he stayed, earned a master's in information security while working, and spent about eight years protecting banks and government before moving into insurance. At Mosaic he protects the company as its CISO and helps its cyber underwriters assess every risk the way an attacker would.

In this episode:

• Why the person who buys a cyber policy and the CISO who knows what could go wrong are rarely in the same conversation, and how Jay bridges the two.

• How criminal marketplaces and ransomware operators made funding, not technical skill, the real barrier to cybercrime.

• Why generative AI erased the old phishing tells, and what the scams that work today look like: no urgency and no link.

• Why the basics still beat the shiny tools, and why so much "AI-powered" security is fluff.

• What frontier AI changes for defenders, from vulnerabilities that sat undetected for 26 years to a risk appetite far lower than a criminal's.

Key Quotes:

"Insurers have loads of data, but they're just not using it very well."

"Social engineering is still a very easy way to compromise a company."

"Our risk appetite on the defensive side is just a lot lower than a criminal's."

"Really, you don't need that much to be a criminal."

Chapters:

00:00 Cyber risk engineering and emerging AI risks, live at ITC 2026

00:24 First time in Vegas and the original attention hackers

02:09 Growing up in London and wanting to be a chef

05:25 Mechanical engineering and wind turbines in Peru

06:05 Falling into cybersecurity in 2016

10:06 When cyber stopped being a game and became a board issue

11:06 Insurance, the honeypot of data

12:10 From banks and government to insurance

13:08 What Mosaic does: Lloyd's syndicates and skin in the game

14:13 Two hats: CISO and cyber risk engineering lead

16:06 The disconnect between the CISO and the cyber insurance buyer

18:32 A criminal marketplace that runs like a business

19:57 Phishing written by AI and the end of the easy tells

21:21 No urgency, no link

22:59 "How would I hack Mosaic?" and synthetic voice attacks

24:49 What keeps Jay up at night: the basics

26:34 Moving goalposts: MFA, passkeys and biometrics

28:09 Frontier AI and 26-year-old vulnerabilities

29:29 People doing stupid things: the gift card scam

30:05 Using AI as a proactive pen tester

31:01 Why defenders adopt AI slower than attackers

31:59 The people pleaser problem and wrap up

🔗 Connect:

Jay Vinda: https://www.linkedin.com/in/jayvinda/

Mosaic Insurance: https://www.mosaicinsurance.com | https://www.linkedin.com/company/mosaic1609

👤 Host:

James Benham: https://www.linkedin.com/in/jbenham

🎙️ This episode is sponsored by Terra, the next-generation Workers' Comp and Commercial P&C Software.

Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:

LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always, Enjoy the Ride & Geek Out! 🤓

David Fernandez, Chief Claims Officer at Kingstone Insurance, joins host James Benham to explore claims transformation, operational excellence, and why the team comes before the technology.

David fell into claims almost by accident: a broken-down car and a newspaper ad for a claims rep trainee job at Progressive, one that came with a company car, started an 18-year run there.

A decade at Liberty Mutual followed, then stops at Unum and Point32Health, and now three years as Chief Claims Officer at Kingstone Insurance, where he has helped lead the company's turnaround.

In this episode:
• Claims quality is a grind, not a project. It is won file by file, day after day, until it becomes how the team works, not something you launch and move past.

• Why "until you have a team that you believe in, you're swimming up river" is the foundation every other fix in a claims org sits on top of.

• How a small, empowered team rebuilt Kingstone's claims platform in four months, with clear ownership and not a single slide deck.

• Why making no decision is worse than making a suboptimal one, and how giving people room to admit mistakes keeps a transformation moving.

• Inside Kingstone's catastrophe playbook, built for a Northeast climate that delivered 11 declared catastrophes in the first quarter alone.

Key Quotes:
"We sell a piece of paper and a promise. Sometimes it's a PDF."

"Making no decision is worse than making a suboptimal decision."

"Until you have a team that you believe in, you are swimming up river."

"There was not a single slide for that whole thing."

🔗 Connect: David Fernandez, Kingstone Insurance links
👤 Host: James Benham
🎙️ Terra sponsor block + InsurTech Geek socials + standard sign-off (unchanged, copied from the standing footer)

Dawn Miller, Chief Commercial Officer of Lloyd's and CEO of Lloyd's Americas, joins host James Benham to explore what an insurance ecosystem actually is, why a 338-year-old market still has to fight to be understood, and how Lloyd's Lab turned an accelerator into a pipeline that keeps its alumni in the industry.

Dawn grew up in Georgia and went to university in Washington, D.C. planning to run the United Nations. Instead she found risk transfer — first at OPIC, now DFC, then political risk at Willis — and stayed for 25 years, through Chubb, AXA and AIG, with a detour building a company in Prague along the way. She joined Lloyd's for the transformation challenge: an institution with 338 years of legacy, a license network trading in 200 countries, and a purpose statement that needed a reset.

Recorded on site at InsurTech Insights New York 2026.

In this episode:

• What separates an ecosystem from a marketplace or a network — Dawn's answer is the heartbeat at the center, where you can watch value move between stakeholders

• Why Lloyd's reset its purpose statement in March, and why "global" appears in it twice when 60% of market premium comes out of North America

• The narrative problem: a coffee house origin story and 338 years are not enough to win capital and clients

• Inside Lloyd's Lab seven years on — two themed cohorts a year, structured problem statements, government partners, and the 95% of alumni still in insurance

• Why insurance should talk about itself as a resilience industry that happens to sell insurance, and what that reframe does for talent

Key Quotes:

"We bring together the world's leading risk-takers to advance global progress."

"Your competitor one day could be your partner the next, your client the following."

"We can't just say we started in a coffee house. We've been here 338 years. That's not enough."

"Ecosystem is the only word that gives a sense of a bit of a heartbeat to the center of it."

"Talk about us as a resilience industry that happens to sell insurance."

🔗 Connect:

Dawn Miller: https://www.linkedin.com/in/dawn-mmiller/

Lloyd's: https://www.lloyds.com | https://www.linkedin.com/company/lloyd%27s-of-london/

👤 Host:

James Benham: https://www.linkedin.com/in/jbenham

🎙️ This episode is sponsored by Terra, the next-generation Workers' Comp and Commercial P&C Software.

Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:

LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always, Enjoy the Ride & Geek Out! 🤓

Ken Bunn, Vice President of Claims at Builders Mutual Insurance Company, joins hosts James Benham and Rob Galbraith to explore how a construction only Southeast insurer built its claims department from scratch, why the AI tools that stick are the ones adjusters never have to think about, and what it takes to keep training junior adjusters into seniors.Ken's path ran through 18 years at Nationwide, rotating between claims leadership, field training, and IT program management, before Builders Mutual asked him to build a claims department that didn't exist yet. Twelve years later, the company has grown from roughly 200 million to 650 million in revenue, and Ken still leads much of the original team he brought over from an outsourced TPA.In this episode:• Why Builders Mutual pulled its claims department in-house, and how they kept close to 30 of the original 40 people they brought over.

• The predictive AI models that worked exactly as designed and still failed to stick.

• The unglamorous automation, document routing, indexing, and med record summaries, that actually delivered the ROI.

• Ken's leadership philosophy for change management with no formal program at all.

• Why work comp rate softening may be hitting a floor as catastrophic claims costs climb. Key Quotes:"You can't work on an assembly line and do brain surgery at the same time."

"It's not going to solve all your problems. It's going to help."

"There might be something wrong when your claims adjusters are the happiest people in the room."

"Be real. Tell people what's going to happen and why you're doing it."

"Pick and choose your tools well so they inform the adjuster, not just replace them."🔗 Connect:Ken Bunn: https://www.linkedin.com/in/kenbunn/Builders Mutual Insurance Company: https://www.buildersmutual.com | https://www.linkedin.com/company/builders-mutual-insurance-company👤 Hosts:James Benham: https://www.linkedin.com/in/jbenhamRob Galbraith: https://www.linkedin.com/in/rob-galbraith/🎙️ This episode is sponsored by Terra, the next-generation Workers' Comp and Commercial P&C Software.Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/📌 Find InsurTech Geek:LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/Twitter/X: https://twitter.com/InsurtechGeekInstagram: https://www.instagram.com/insurtechgeek/Subscribe, rate, and comment. As always, Enjoy the Ride & Geek Out! 🤓

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.

Cyber risk is evolving faster than the policies written to cover it. Rick Wong, Head of Insurance at Parametrix Insurance, sits down with James Benham live at RIMS 2026 to talk about the future of parametric cyber — and why the standard tech E&O form wasn't designed for the exposures that actually matter today.

Parametrix is a Lloyd's coverholder writing parametric cyber, SLA, and enterprise risk. Named Cyber Underwriting Team of the Year at the Intelligent Insurer Awards, Q1 2026 already at 60% of full-year 2025 volume.

In this episode:
→ Why standard cyber policies fail data centers
→ How parametric products are being used as financial tools — not just risk transfer
→ AI-powered criminal organizations, nation-state actors, and what's coming in cyber threats
→ Building a differentiated MGA in a space with growing capacity and real opportunity

Guest: Rick Wong - Head of Insurance at Parametrix Insurance
Website: https://www.parametrixinsurance.com/
LinkedIn: https://www.linkedin.com/in/rick-b-wong/

Host: James Benham - Founder & CEO at JBKnowledge

Sponsor: Terra - Cloud-native Workers' Comp and P&C platform | terra.insure

Paul Andrews and Mark Elliott of PoloWorks join us to discuss how insurers can access,

operate, and scale across the Lloyd’s and broader insurance market. Drawing on decades of

experience across underwriting, reinsurance, and operations, they share how PoloWorks is

simplifying complexity through turnkey managing agency solutions, outsourced services, and

support across the full insurance lifecycle.

Danilo Raponi, Group Head of Innovation at Generali, joins us to discuss how one of the world’s largest insurers structures and scales innovation. From venture investments and startup partnerships to AI, IoT, and climate-focused solutions, Danilo shares how Generali is evolving insurance from a reactive claims payer to a proactive partner in risk prevention.

Dr. Thomas Kuhnt, Chief Information Officer and Chief Operating Officer at HDI Global SE, joins hosts James Benham and Rob Galbraith to explore leading digital and AI transformation in corporate and specialty insurance — recorded live at Insurtech Insights London on March 18, 2026.

Dr. Kuhnt's path is unlike most in insurance. A PhD in algebraic number theory from the University of Illinois Urbana-Champaign, 15 years at McKinsey building the European insurance practice, and now a dual CIO/COO seat overseeing technology, operations, and transformation at one of the world's oldest and largest industrial insurers. He brings a systems thinker's lens to one of the most complex transformation challenges in the industry.

In this episode:

• Why organizations must stop waiting for perfect conditions and start experimenting with AI now

• How agentic AI is transforming input management and underwriting workflows at HDI Global

• Why business leads — not IT — should own AI transformation in global insurance organizations

• The process trap: how applying AI to broken workflows just accelerates the breaking

• What the next 5–10 years really looks like for underwriters and claims professionals at the desk level

Key Quotes:

"Don't wait. Start to experiment and iterate. This is not going to go away."

"Business becomes IT — and IT becomes business."

"We're overestimating the short-term impact — but underestimating it in the long term."

"Seventy to eighty percent of an underwriter's work is just rekeying data. That's not really underwriting."

"The first question should always be why — and that's an ops question, not a tech question."

🔗 Connect:

Dr. Thomas Kuhnt: https://www.linkedin.com/in/thomas-kuhnt/

HDI Global SE: https://www.hdi.global/ | https://www.linkedin.com/company/hdi-global/

👤 Hosts:

James Benham: https://www.linkedin.com/in/jbenham

Rob Galbraith: https://www.linkedin.com/in/rob-galbraith/

🎙️ This episode is sponsored by Terra — the next-generation Workers' Comp and Commercial P&C Software.

Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:

LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always — Enjoy the Ride & Geek Out! 🤓

Amir Kabir, Founding & Managing Partner at Overlook Ventures, joins hosts James Benham and Rob Galbraith to reimagine risk in the age of AI — what the last decade of insurtech got wrong, where the next wave of opportunity actually lives, and why "liability is getting weird" is an understatement.

Amir spent the first chapter of his career in Germany, building enterprise software at a Karlsruhe startup that was eventually acquired by a Silicon Valley company. In 2013 he immigrated to the US for an MBA at Georgetown, became the third person on the founding team at Munich Re Ventures, and helped grow that fund from $50M to over $1B. He later served as General Partner at AV8 Ventures leading the financial services practice before launching Overlook Ventures to invest full-time at the intersection of risk and frontier technology.

In this episode:

• Why the early insurtech era mistook insurance for a scalable SaaS business

• "Insurance is a get-rich-slowly business" — and what that means for exit math

• The Overlook thesis: investing in the infrastructure of risk across every tech cycle

• Where AI is real in insurance today (claims, underwriting data extraction) — and where regulation still slows it down

• The emerging risk categories that don't fit today's policy structures: autonomous systems, longevity, and reputational narrative risk

Key Quotes:

"Insurance is a get-rich-slowly business."

"Technology moves in cycles. Risk always evolves through them."

"Liability is getting weird."

"Try to find a problem before you find a solution."

"A brand can be destroyed in 48 hours by a viral moment."

🔗 Connect:

Amir Kabir: https://www.linkedin.com/in/amirkabir/

Overlook Ventures: https://www.overlook.vc | https://www.linkedin.com/company/overlookvc/

👤 Hosts:

James Benham: https://www.linkedin.com/in/jbenham

Rob Galbraith: https://www.linkedin.com/in/rob-galbraith/

🎙️ This episode is sponsored by Terra — the next-generation Workers' Comp and Commercial P&C Software.

Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:

LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always — Enjoy the Ride & Geek Out! 🤓

Vineet Bansal, Chief Information and Technology Officer at The Mutual Group, joins hosts James Benham and Rob Galbraith to explore how technology leadership, disciplined AI adoption, and a shared operating model are shaping the future of mutual insurance — from inside a two-year-old, Bain Capital-backed startup built to help community-based carriers compete and grow.Vineet brings over 20 years of financial services and insurance technology experience to the role — from engineering roots in Nagpur, India, to nearly two decades at Fidelity Investments across ten different business lines, to building a greenfield digital platform as CTO at IptiQ by Swiss Re. Now at The Mutual Group, he's architecting a shared technology and operations platform designed to scale across multiple member companies — starting with GuideOne Insurance in Des Moines, Iowa.In this episode:Why insurance is a deliberately risk-managed industry — and what that means for responsible AI adoptionHow The Mutual Group is building a multi-tenant platform to help smaller mutual carriers access enterprise-level capabilitiesWhy clean data, API-driven ecosystems, and strong governance are the real foundation for AI success — not the tools themselvesWhat it means to hold the combined CIO and CTO role — and how Vineet divides his focus across operations, applications, strategy, and multi-member platformThe shift toward hyper-personalized insurance: policies sold by the hour, by the day, or only when the risk event is happeningKey Quotes:"The winners will be the ones with the strongest foundation.""Insurance sits at the intersection of risk, regulation, economics, and human behavior.""AI won't solve your data issues. It's garbage in, garbage out.""There's no easy answer. It takes meticulous planning and thoughtful execution.""We may have insurance products sold by the hour, by the day."🔗 Connect:Vineet Bansal: https://www.linkedin.com/in/vineet-bansal/The Mutual Group: https://www.themutualgroup.com/ | https://www.linkedin.com/company/the-mutual-group/👤 Hosts:James Benham: https://www.linkedin.com/in/jbenhamRob Galbraith: https://www.linkedin.com/in/rob-galbraith/🎙️ This episode is sponsored by Terra — the next-generation Workers' Comp and Commercial P&C Software.Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/📌 Find InsurTech Geek:LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/Twitter/X: https://twitter.com/InsurtechGeekInstagram: https://www.instagram.com/insurtechgeek/Subscribe, rate, and comment. As always — Enjoy the Ride & Geek Out! 🤓

Holly O'Dell, President & CEO of Montana State Fund, joins host James Benham to discuss how systems thinking, people-first leadership, and strategic clarity are transforming workers' compensation — from inside a mission-driven organization that competes and wins in a fully open market.

Holly brings a rare combination of credentials to the role: a BSN from Oregon Health & Science University, a JD from Lewis & Clark College, and an MBA from the Wharton School.

Before joining Montana State Fund in 2022, she spent nearly 17 years at SAIF Corporation in Oregon, rising from trial attorney to VP of Strategy, Government Relations, Legal, and Procurement. Montana State Fund covers more than 60% of Montana's workers' comp market — in a fully competitive environment where they earn every dollar.In this episode:- Why risk tolerance is the real foundation of innovation — and how to build it before anything else- How Montana State Fund reduced 27,000 annual policy cancellations by two-thirds — without a single new technology- The people-first shift that brought claims turnover from 40% down to 4.5%- Building a culture where frontline employees have genuine FOMO about AI and innovation projects- What it means to be strategic in an industry full of shiny objects- The world's first workers' comp regulatory sandbox — and what it could unlock

Key Quotes:

"I'm not into norming. I'm into storming."

"Risk is an opportunity for gain or for a loss."

"Nonprofit is not a business model."

"Strategy is an integrated set of choices."

"This is an industry worth hanging out in."

Timestamps:07:53 — The 20-sided dice: why insurance attracts multi-disciplinary thinkers

15:12 — "I'm not into norming. I'm into storming." — Holly's leadership philosophy

19:30 — Cancel cancellations: solving a 27,000-policy problem without technology

23:57 — From 40% turnover to 4.5% — the people transformation at Montana State Fund

27:04 — The FOMO effect: building a culture where everyone wants in on AI35:51 — Firefighter training injuries reduced from 50% to zero — the predict-and-prevent model in action

🔗 Connect:Holly O'Dell: https://www.linkedin.com/in/holly-o-dell-26228452

Montana State Fund: https://www.montanastatefund.com/ | https://www.linkedin.com/company/montana-state-fund/👤

Host:James Benham: https://www.linkedin.com/in/jbenham

🎙️ This episode is sponsored by Terra — the next-generation claims and policy software for Workers' Comp.Visit 👉 https://terra.insure / https://www.linkedin.com/company/terrainsure/

📌 Find InsurTech Geek:LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/

Twitter/X: https://twitter.com/InsurtechGeek

Instagram: https://www.instagram.com/insurtechgeek/Subscribe, rate, and comment.

As always — Enjoy the Ride & Geek Out! 🤓

Dan Bratshpis, CEO and Co-founder of INSHUR, joins host Rob Galbraith to discuss how commercial auto insurance is being reimagined for the platform economy — and why traditional products are failing the drivers powering the gig economy.

Dan built INSHUR from a two-person MGA startup into a 200-person global company operating across the US and UK, with embedded insurance partnerships with platforms like Uber, Amazon, and DoorDash. His approach: build coverage that works with how people actually live and work, not how insurers traditionally categorize risk.

In this episode:

• Why traditional commercial auto products fall short for gig and platform workers
• How INSHUR embeds insurance directly into platform onboarding — and what that data advantage means for underwriting
• The usage-based wallet model: pay-per-ride, pay-per-delivery, pay-per-minute
• How COVID wiped out rideshare demand overnight — and became the pivot that launched INSHUR's delivery insurance
• Why INSHUR built Komodo Claims from scratch instead of outsourcing to TPAs
• What autonomous vehicles mean for frequency, severity, and the future of commercial auto insurance

Key Quotes:

• "What doesn't kill you makes you stronger."
• "Technology is an enabler to do things differently, do things better."
• "Claims is kind of at the heart of insurance."
• "These things don't get into accidents nearly as much as humans do." — on autonomous vehicles
• "Insurance is a really big part of protecting this new economy."

Timestamps:

• 09:05 — The wedding night pitch that launched Columbia Pacific Finance (placeholder — update with actual)
• 10:55 — From Wall Street to rideshare insurance (placeholder — update with actual)
• 19:13 — The COVID cliff: how INSHUR pivoted to delivery insurance overnight
• 23:49 — Building Komodo Claims: why INSHUR owns its claims infrastructure
• 26:22 — Autonomous vehicles and the frequency drop coming for commercial auto

🔗 Connect: Dan Bratshpis: https://www.linkedin.com/in/dan-bratshpis/ INSHUR: https://inshur.com/ | https://www.linkedin.com/company/inshur/

👥 Host: Rob Galbraith: https://www.linkedin.com/in/robgalbraith1/

🎙️ This episode is sponsored by Terra — the next-generation claims and policy software for Workers' Comp. Visit 👉 https://terra.insure/

📲 Find InsurTech Geek: LinkedIn: https://www.linkedin.com/showcase/insuretechgeek/ Twitter/X: https://twitter.com/InsurtechGeek Instagram: https://www.instagram.com/insurtechgeek/

Subscribe, rate, and comment. As always — Enjoy the Ride & Geek Out! 🤓

Hosts ⁠James Benham⁠ & ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Rob Galbraith are joined by Reghan Brandt, Chief Digital Operations Officer at K2 Insurance Services.Reghan joins us to discuss how digital strategy and operational transformation are changing the way underwriting teams, MGAs, and carriers work. With experience co-founding Columbia Pacific Finance and Loss Run Pro, Reghan shares a practical perspective on building scalable systems, driving technology adoption, and aligning people, process, and technology to create more efficient and human-centered insurance operations.
This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

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Hosts James Benham⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ &⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Rob Galbraith⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ are joined by Dominique Roudaut from Dai-ichi Life Holdings, inc. Dominique joins us to discuss how his global experience across AIG, Chubb, Hannover Re, and now Dai-Ichi has shaped his perspective on the future of insurance. Drawing on deep expertise in underwriting, strategy, and innovation, Dominique shares insights on how insurers are responding to climate-driven risk, leveraging emerging technologies, and collaborating across ecosystems to build more sustainable and resilient insurance solutions.

This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

Find us on social media! We're on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠; or follow James on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠!

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As 2025 wraps up, ⁠⁠James Benham⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ &⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Rob Galbraith reunite in a special episode of the InsurTech Geek Podcast to reflect on a transformative year in the insurance technology space. With AI moving from theory to production, cloud-native systems becoming the new standard, and user adoption still presenting real challenges, this episode offers deep insights into what defined the past year—and what to expect in 2026.

This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

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Hosts James Benham⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ &⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Rob Galbraith⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ are joined by Andrew Bate fromVelarisRe. Andrew shares his perspective on how insurance is evolving to better protect the modern hospitality industry. From emerging technologies to shifting guest expectations, Andrew offers insights on building trust, managing risk, and creating safer travel experiences.

This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

Find us on social media! We're on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠; or follow James on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠!

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Host James Benham⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ is joined by David Bell from ALPS. David shares his expertise in driving innovation at the nation’s largest lawyers’ malpractice insurer. Discover how insurers in legal malpractice and P&C are rethinking risk, driving innovation, and shaping the next decade of change.

This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

Find us on social media! We're on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠, and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠; or follow James on⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠!

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Host ⁠James Benham⁠ is joined by Steve Kappel from Safety National. Steve takes us inside the CIO’s lens on data, AI, and industry change. Discover why innovation from within matters, how global strategy conversations shape technology leadership, and why educating the industry on AI and data has never been more important.

James Benham: https://www.linkedin.com/in/jbenham

Steve Kappel: https://www.linkedin.com/in/stevekappel/

Safety National: http://www.safetynational.com/

This Episode is sponsored by ⁠⁠⁠⁠Terra, the Next Generation Claims and Policy Software for Workers’ Comp

Visit 👉 https://terra.insure to learn more

Find us on social media!

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Twitter⁠⁠⁠⁠: https://twitter.com/InsurtechGeek

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Follow James on ⁠⁠⁠⁠Twitter: https://twitter.com/jamesmbenham

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