insurance-technology
(35)
Char Hu Left the Supercomputer for the Living Room
A scientist trained to model invisible forces chose a messier problem: helping older adults remain at home. The result is a career built from mopped floors, old friendships, stubborn questions and one very large provider network.
Bob Conerly and the Quiet Arithmetic of Paying as You Go
The SmartPay chief spent decades learning how money moves through complicated businesses. Now he applies that discipline to one stubborn insurance problem: making the bill follow the work.
Ohad Gutman Wants the Insurance Check to Be a Beginning
At Empathy, an early operations leader has become the public advocate for a deceptively simple idea: a claim may close a file, but it should not close the relationship.
Michael Carricarte Has Spent Four Decades Making a Difficult Promise Easier to Buy
The Olé Life founder inherited an insurance vocabulary, then spent a career rewriting it for Latin America - first through family enterprise, now through software, advisers and a stubborn belief that trust still matters.
David Lau and the Expensive Middle of a Simple Promise
For three decades, David Lau has kept returning to one unfashionable question: what becomes possible when the cost of selling a financial product is taken out of the product itself?
Patrick Quigley Put a Price Tag on the Waiting Room
A $970 gap between two prices for the same scan gave the engineer and operator a question worth building a company around: what if insurance showed its work?
Courtney Rains Makes Insurance Software Sound Human
At Applied Systems, Courtney Rains has spent more than a decade translating the machinery of insurance into a language of connection, confidence and growth.
Joseph King Has Spent Three Decades Making Technical Companies Sound Human
From business forms to an AI-first insurance market, Joe King's career is a study in translation: turning complex technology into language that clients, colleagues and classrooms can use.
Tyler Jones Is Selling Insurance a Future It Can Audit
After two decades moving between data, operations and customer experience, Duck Creek's CMO has a precise brief for AI in insurance: make it useful, keep it accountable, and leave judgment where it belongs.
Lisa Khoury Took the Scenic Route to Insurance's AI Rewrite
Before she sold the future of underwriting, Lisa Khoury learned to read balance sheets, build categories, and make complicated products legible. Now the former banker is giving insurance's AI argument a sharper spine.
Maria Roberti Learned to Read Both the Code and the Room
Before co-founding Ringmaster Technologies, Maria Roberti moved through reinsurance, property and healthcare marketing. Her unusual pairing of computer science and business psychology became a practical way to translate complicated systems into companies people can understand.
Brendan McLoughlin Has Spent 30 Years Making Messy Businesses Legible
Before insurance software, he launched consumer brands, built a $20 million business and helped remake a medical-education company. At e123, the same instinct has a new target: the spreadsheets, handoffs and blind spots hiding inside distribution.
Chris Farfaras and the 32-Year Bet on Boring Infrastructure
Before digital payments became a boardroom slogan, Chris Farfaras was explaining the plumbing of premium finance. Three decades later, his work still turns on the same quiet question: how do you make paying for insurance feel simple?
Jordan Katz Went Looking for a Problem Nobody in Silicon Valley Wanted
He left familiar software behind, learned insurance accounting one reluctant interview at a time, and built Comulate around an unfashionable advantage: paying very close attention.
Steve Chauby Is Making Insurance Behave More Like a Good Teacher
After two decades moving from underwriting spreadsheets to startup experiments and nationwide distribution, Steve Chauby has arrived at a deceptively simple idea: give educators choice, remove friction and show up where their lives actually happen.
Alok Kumar Killed His Bank Startup - and Kept the AI That Worked
A six-week wait for his teenage brother's bank card started one company. A customer-support bottleneck ended it. Between those two moments, Alok Kumar learned that a founder's real job is not to protect the original idea - it is to notice what is actually working.
Omar López Tronco Is Teaching Insurance to Notice How People Actually Move
The Clupp founder spent a decade measuring risk before rebuilding mobility insurance around a phone, an odometer and a deceptively simple question: what if the policy adapted to the customer?
Chang Lu Is Turning Insurance Fine Print Into a Price Tag
He entered medical school at 17, met his co-founder at Brown orientation, and found his startup idea behind a pharmacy counter. Now Chang Lu wants the cost of coverage to be computed before the bill arrives.
David Embry Bet Small Businesses Deserved Better Insurance - Then Built the Machine to Prove It
Mylo began with a stubborn question: could software make small insurance accounts worth serving well? A decade later, David Embry's answer is a business built around better recommendations, patient iteration and the enduring value of a human conversation.
Mark Scafaro Found the Insurance Shortcut: Keep the Agent, Delete the Waiting
Life insurance spent years trying to automate away the people who sell it. Mark Scafaro built Afficiency around a more practical idea: preserve the human conversation, then make everything around it move in one sitting.
Tyler Van Spanje Built a Career Around the Quiet Machinery of Risk
From cargo paperwork to warehouse liability, the TIMBY founder has spent three decades making obscure risks legible - then turning that expertise into a company built for brokers in a hurry.
Hideo Esaka Sells the Data That Runs Every Car You Never Think About
He trained in physics and psychology, then spent 25 years learning to explain complicated software to the people who buy it. At Solera, the product is the data quietly steering the auto and insurance industries.
Trevor Gary
Trevor Gary is the founder and CEO of Micruity, a retirement-income infrastructure company that connects 401(k) recordkeepers, asset managers and insurers so plans can offer annuities and pension-style lifetime income. A former pension actuary at Deloitte Canada, Gary saw firsthand how the shift from defined-benefit pensions to 401(k) plans left millions of Americans without guaranteed income in retirement. He founded Micruity in 2017-2018 to build the data conduit that makes lifetime-income products work at scale. The company has raised roughly $27 million from a roster of insurance and financial heavyweights including Prudential, TIAA, State Street, Nationwide, J.P. Morgan Asset Management and Pacific Life.
Dan Woods
Dan Woods is the Founder and CEO of Socotra, the AI-native cloud-native insurance core platform he built from scratch starting in 2014. A Stanford AI researcher and former Palantir engineer (employee #20), he left the data-intelligence world to fix insurance technology - an industry he describes as 'a decade behind banking.' Under his leadership, Socotra has raised $87M+ in total funding including a $50M Series C led by Insight Partners, and powers carriers and insurtech MGAs who can now launch insurance products in weeks instead of years.
Gage Caligaris
Gage Caligaris is the founder and CEO of Ledgebrook, a tech-enabled managing general agent (MGA) modernizing the Excess and Surplus (E&S) specialty insurance market. A Harvard-trained applied mathematician and former Barclays commodity derivatives trader, he spent eight-plus years as an actuary at Liberty Mutual, where he became the fastest person ever to pass the Casualty Actuarial exams and later scaled a new-mobility products line from under $50M to over $450M in gross written premium. He founded Ledgebrook in 2022 to pair modern engineering with deep insurance expertise, reaching a $100M run rate in under two years and raising an oversubscribed $65M Series C in 2025. In 2026 he was named an EY Entrepreneur Of The Year New England Award winner.
Peter MacDonald
Peter MacDonald is co-founder and CEO of Wunderite, a Boston insurtech that turns the paperwork of commercial insurance submissions (ACORDs, supplementals, PDFs) into structured, shareable, autofilled digital forms. A former agent from a family agency on Cape Cod, he holds CPCU, CRM, CIC, and LIA credentials plus an MBA with distinction from Boston College, and started Wunderite on Valentine's Day 2018 after building internal tools that got 30,000 hits in a year.
Tal Daskal
Tal Daskal is the CEO and co-founder of EasySend, a Tel Aviv and New York-based no-code platform that turns paperwork like PDFs and manual forms into digital customer journeys for banks, insurers and financial institutions. He started the company in 2016 with brothers Omer and Eran Shirazi, reportedly working out of an attic, after seeing the paperwork problem first-hand inside the finance industry. A former IDF marine special forces officer, Daskal has raised roughly $77M for EasySend, including a $55.5M Series B in 2021, and now pushes the company toward AI-powered digital journeys serving enterprises like AXA, IKEA and Sompo International.
Tomas Holub
Tomas Holub is the founder and CEO of CoverGo, a global no-code, AI-powered core insurance platform for health, life and P&C insurers. He started the company in Hong Kong in 2017 after his own insurance claim was denied following his father's death, and has since grown it to roughly 200 people with offices in Singapore, New York, Silicon Valley, Dubai and Hong Kong and more than 20 insurance clients. Before CoverGo he consulted at PwC London and ran operations for an insurtech in Singapore; along the way he collected four master's degrees in four languages and has worked across 20-plus countries.
Alec Miloslavsky
Alec Miloslavsky is the Founder and CEO of EIS Ltd (EIS Group), a San Francisco-based cloud-native digital insurance platform serving major insurers including Aflac, Allstate, Liberty Mutual, and Nationwide. Born in Ukraine and relocating to the US at age 17, he co-founded Genesys Telecommunications in 1990 - a contact center technology company he helped grow to a $1.9 billion acquisition by Alcatel-Lucent. He then co-founded Exigen Services, growing it past $70M in revenue, before pivoting to insurance tech by founding EIS Group in 2008. Under his leadership, EIS has raised over $224M in funding and built a modular, API-first core platform used across five insurance segments globally.
Bobby Touran
Bobby Touran is the Co-Founder and CEO of Rainbow, a San Francisco-based insurtech company building vertically specialized small business insurance products starting with restaurants. With over 15 years spanning insurance and software development, Touran previously co-founded Pathpoint, a digital E&S brokerage. At Rainbow, he is pioneering continuous underwriting - using real-time data like POS systems and online reviews to dynamically price risk - and has raised $20 million total to expand specialized coverage across multiple business verticals.