insurance-technology
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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.
Dustin Yoder
Dustin Yoder is the CEO and Co-Founder of Sureify, a San Jose-based insurtech SaaS company that builds a low-code, cloud-native platform helping life insurance and annuity carriers digitize their sales, service, and engagement operations. With roots in the insurance industry through his family's Silicon Valley brokerage, Yoder entered insurtech in 2012, making him one of the earliest pioneers in the space. Under his leadership, Sureify has grown to serve marquee carriers including State Farm, Allstate, Nationwide, and Principal, reaching $38.9M in annual revenue by 2024 after raising $25M+ in total funding including a $15M Series C from Aspen Capital Group in 2021.
Samad Wahedi
Samad Wahedi is the Founder and CEO of Glow, a San Francisco-based insurtech company reimagining workers' compensation and small business insurance. After a 25-year career building and selling technology companies - from InsWeb's IPO to selling DirectQuality in 2007 - Wahedi launched Glow in 2018 when he saw family members trapped by outdated, overpriced insurance solutions. Glow has since raised $41.5M in total funding, grown to 280 employees, and built a platform that syncs directly with payroll to deliver concierge-level insurance coverage at 20%+ savings for small businesses across the U.S.
Jesse Wedler
Jesse Wedler is a General Partner at CapitalG, Alphabet's independent growth equity fund, where he has worked since its founding in 2013 - starting as an MBA intern and rising to lead investments in companies like Airbnb, Duolingo, Gusto, UiPath, and ID.me. Raised in Petaluma, California and educated at UC Berkeley and Stanford GSB, Wedler brings a deeply hands-on, thesis-driven approach to backing transformative B2B fintech, enterprise software, and identity companies at the growth stage. Known for rolling up his sleeves alongside founders and co-founding a chemistry camp for visually impaired youth with his brother, he blends long-term conviction with genuine operational partnership.
Jeff Clarke
Jeff Clarke is the Chief Executive Officer of Insurity, a leading property and casualty insurance software and data analytics company serving 22 of the top 25 P&C carriers in the U.S. A technology industry veteran with 40+ years of experience, Clarke has led some of the most storied corporate transformations in tech history - from rescuing Kodak's film division by rallying Hollywood directors like Christopher Nolan and Quentin Tarantino, to selling Travelport to Blackstone for $4.3 billion. Since joining Insurity in January 2025, he has overseen a $50 million AI and R&D investment push to reshape the insurance technology landscape.
Ray Villeneuve
Ray Villeneuve is the CEO and Board Director of BriteCore, a cloud-native policy administration platform built for mid-size property and casualty insurers and MGAs. Appointed in September 2021 alongside a $20M Series C close led by Warburg Pincus, Villeneuve brings 30+ years of B2B enterprise technology leadership spanning storage (NetApp, Auspex), predictive analytics (MonoSphere/Quest), machine learning (Skytree), AI-powered eCommerce (Reflektion), and industrial AI (Quartic.ai). At BriteCore, he is repositioning the company as the modern core system of choice for the underserved mid-market insurance segment, driving awards recognition (FinTech Breakthrough 2025 Best P&C InsurTech Solution, Top 100 Software Companies 2024), growing to 100+ insurer clients, and building AI-native capabilities including agentic workflows and MCP-standard integration.