Riders Share is the largest peer-to-peer motorcycle rental marketplace in the U.S., connecting motorcycle owners with vetted riders. Founded by Guillermo Cornejo after a costly crash left him unable to afford a new bike, the Austin-based platform turns underused garages full of Harleys, Ducatis and BMWs into income for owners and affordable rides for the 20+ million ex-riders who want to get back on two wheels. It layers machine-learning rider screening, proprietary insurance backed by Lloyd's of London, and roadside assistance on top of a simple Airbnb-for-motorcycles model.
Spark Advisors is a New York-based technology-enabled Medicare brokerage that builds an all-in-one platform for independent agents, agency principals, and call centers. It combines an agency management system, a Medicare-specific CRM, back-office services, and AI-powered tools to help brokers grow their books of business and keep clients enrolled. The company supports more than 10,000 brokers and powered roughly 250,000 Medicare enrollments in 2025.
Roy Mill is the Co-Founder and CEO of Joshu, a no-code insurance product platform that lets carriers and MGAs launch digital distribution channels in weeks rather than years. A Stanford PhD economist who pivoted into product, he spent years at Ancestry and At-Bay before founding Joshu in 2020. The company has raised $11.7M in total funding and was named to the InsurTech100 list in 2024.
AAA Mountain West Group is the not-for-profit auto club formerly known as AAA Northern California, Nevada & Utah. Headquartered in Walnut Creek, California, it serves AAA members across seven western states - Northern California, Nevada, Utah, Arizona, Montana, Wyoming and Alaska - with roadside assistance, insurance, travel planning, financial services and discounts. Rooted in a 1900 gathering of motoring enthusiasts in San Francisco, it is one of the largest clubs in the national AAA federation.
Grow Therapy is a behavioral health company that makes therapy and psychiatry easier to start, covered by insurance, and sustainable for the clinicians who deliver it. It runs a national marketplace and full-stack practice platform that handles credentialing, insurance billing, scheduling, and EHR tooling so independent therapists can build in-network private practices, and so patients can find a provider who takes their insurance for an average copay of about $21. Founded in 2020, the company reached roughly $1 billion in revenue and a $3 billion valuation in 2026.
Hyland is a Westlake, Ohio software company that helps large organizations capture, manage, and act on their unstructured content - the contracts, claims, patient charts, and forms that pile up in every enterprise. Built around its flagship OnBase platform and bolstered by acquisitions like Alfresco and Nuxeo, Hyland has spent three decades turning document chaos into automated workflows. Today it is repositioning around the Content Innovation Cloud, layering AI agents and intelligent document processing on top of the content services its 4,000-ish employees have sold to healthcare systems, banks, insurers, and governments worldwide.
David Pearlstein is the Chief Executive Officer of New Horizons In-Home Care, Oregon's largest in-home care agency with over 570 employees and 12 locations statewide. A serial entrepreneur with 30+ years spanning healthcare, insurance, and real estate, Pearlstein built and sold multiple companies before taking the helm at New Horizons — transforming it into an award-winning, people-first organization recognized for both care quality and employer culture. Based in Lafayette, California, he leads a company providing around-the-clock care to seniors, adults with disabilities, and medically fragile children across Oregon.
Marshall L. Doney is the President and CEO of AAA Mountain West Group, the federation arm serving more than 6.8 million members across Northern California, Nevada and Utah. A 40-year AAA lifer who started in 1984 as an assistant manager at AAA Wisconsin, he climbed through strategy, marketing and automotive services before running the national office for nine years. He took the Mountain West top job permanently on July 2, 2024.
Federato is an AI-native insurance platform built around a framework it calls RiskOps - software that connects portfolio strategy to the day-to-day decisions underwriters make on individual policies. Founded in 2020 by Stanford researchers Will Ross and William Steenbergen, the company sells to property-and-casualty carriers, MGAs and mutuals, and reports customers regularly see a 90% improvement in time-to-quote and a 3x lift in profitable business bound. In November 2025 it raised a $100M Series D led by Goldman Sachs Alternatives.
Glow is a San Francisco insurtech rebuilding workers' compensation insurance for small businesses. Founded in 2018 by Samad Wahedi, the company combines a digital platform, payroll-integrated pay-as-you-go billing, and a concierge claims experience to give the people who run America's small businesses coverage that's faster to buy, fairer to price, and friendlier to use.
InfrasAI (formerly iLife Technologies) is a Sunnyvale-based AI infrastructure company that builds the plumbing behind modern insurance distribution. Their headless API platform lets insurance carriers connect to any distributor channel - agents, brokers, IMOs - without rebuilding integrations from scratch each time. The core bet: use agentic AI to auto-generate workflows from natural language, collapsing integration timelines from 24 weeks to about 2. Customers include Transamerica and Guardian Insurance. Backed by Foundation Capital, Brewer Lane Ventures, SCOR, and others, InfrasAI has raised $28M total.
Instabase is an enterprise agentic automation platform that transforms complex, unstructured document workflows into reliable, verifiable AI-driven outcomes. Founded in 2015 by MIT PhD student Anant Bhardwaj, the company's AI Hub platform enables organizations across financial services, insurance, healthcare, and government to automate document-heavy processes — from loan origination to KYC compliance — using packet-aware AI agents with deep document understanding and full auditability. With $322M in total funding, a $1.24B valuation, and customers like NatWest, Rocket Mortgage, AXA, and MetLife, Instabase has positioned itself as the backbone infrastructure for enterprise document intelligence.
Jack Kudale is the Founder and CEO of Cowbell, a Pleasanton, California-based AI-powered cyber insurance platform built for small and medium-sized enterprises. After 26 years in enterprise software at companies including CA Technologies and SnapLogic, Kudale founded Cowbell in January 2019 to close the cyber insurability gap for the world's 300 million small businesses. The company has raised $209 million in total funding - including a $60 million Series C from Zurich Insurance Group in 2024 - covers nearly 30,000 SMEs across four countries, and has paid out nearly $250 million in claims. Kudale was named an EY Entrepreneur of the Year 2023 Bay Area Award Winner and placed Cowbell at #13 on the 2024 Inc. 5000 list.
Nelson Lee is the Founder and CEO of InfrasAI (formerly iLife Technologies), an AI-powered workflow infrastructure company headquartered in Sunnyvale, California. Drawing on early stints at Tencent and J.P. Morgan and participation in Stanford's Idea-to-Market program, Lee spent years mapping the fragmentation inside insurance distribution before building infrastructure to fix it. InfrasAI's headless connectivity platform decouples business logic from user interfaces, enabling insurance carriers to deploy workflows across any distributor channel without rebuilding backend systems - reducing maintenance costs by up to 60% and accelerating deployment speed by up to 70%. Backed by $21M in funding led by Foundation Capital and top insurtech investors, the company serves enterprise clients including Transamerica and Guardian across life, annuities, group benefits, disability, and wealth management.
Sam Hodges is co-founder and CEO of Vouch Insurance, a tech-enabled insurance platform built specifically for high-growth startups and venture-backed companies. A serial fintech entrepreneur with 20+ years at the intersection of technology and financial services, Hodges previously co-founded and led the U.S. operations of Funding Circle to a 2018 London Stock Exchange IPO. He holds an MBA and MS from Stanford and a magna cum laude degree from Brown University, and is a Fellow of the inaugural Finance Leaders Fellowship at the Aspen Institute. Under his leadership, Vouch has raised over $229M in total funding, serves 6,000+ companies, and completed a Series D round in early 2025 alongside its acquisition of StartSure Insurance Services.
Vouch is a technology-first business insurance broker built specifically for high-growth startups. Founded in 2018 by Sam Hodges and Travis Hedge, it engineers coverage - D&O, cyber, E&O, general liability and more - for venture-backed companies, with digital quoting, claims advocacy, and a growing carrier network. Backed by Ribbit, Index, Y Combinator, Allegis and others, Vouch insures thousands of startups including Brex, Carta, Ramp, and Middesk.
William Ross is the CEO and Co-Founder of Federato, an AI-native insurance technology company that has raised $180M including a $100M Series D led by Goldman Sachs. A Stanford-trained researcher who published wildfire modeling research at NeurIPS 2021, Ross left a career spanning IBM Watson and Venrock to build what the industry calls a 'RiskOps' platform - bringing portfolio-level intelligence to daily underwriting decisions across the $1 trillion+ P&C and specialty insurance market. Federato's revenues tripled year-over-year and the platform now powers insurers managing hundreds of millions in gross written premiums.
Archipelago is an AI-powered risk data platform that connects large commercial property owners with their insurance markets, turning messy schedules of values, loss runs and engineering reports into clean, broker-ready submissions. Founded in 2018 by RMS co-founder Hemant Shah, the San Francisco-based company digitizes property risk for portfolios totaling trillions of dollars in insured value.
DataWalk is a graph- and AI-enabled analysis and investigation platform that unifies disparate data sources so analysts at banks, insurers, and government agencies can spot hidden relationships, run no-code queries, and pursue fraud, money laundering, and threat investigations at scale.
SafetyWing builds a global social safety net for remote workers, digital nomads, and distributed teams - subscription health and travel insurance that works across borders, plus benefits infrastructure for remote-first companies.
Stand is a San Francisco insurtech that uses physics-based simulation and AI to underwrite and insure homes in places most carriers have abandoned - the wildfire belt of California and the hurricane corridors of Florida. Instead of statistical averages, Stand builds a digital twin of each property and models how embers, wind, and water would actually attack it, pairing coverage with concrete mitigation upgrades.
Vesta is a San Francisco-based B2B SaaS company building the next-generation loan origination system (LOS) for the mortgage industry. Founded in 2020 by ex-Blend engineers Mike Yu and Devon Yang, Vesta replaces legacy mortgage software with a cloud-native, open, rules-driven platform that lets lenders configure workflows, automate compliance checks, and integrate with 40+ ecosystem partners - all without custom code. Backed by Andreessen Horowitz and Pennymac, Vesta tripled its loan volume and customer count year-over-year through 2025.
Natasha Alexeeva is the Founder and CEO of Friendly, a San Francisco-based enterprise AI company that automates insurance underwriting, claims processing, and reinsurance treaty analysis using deep learning. Originally from Moscow, she holds a CS degree from Lomonosov Moscow State University and an MBA from Stanford. Before Friendly, she pioneered EMR-integrated asynchronous telemedicine as founder of GoGoHealth and led new service incubation at Amazon Web Services. Her platform processes 7,000 pages per hour at 95% accuracy, delivering the 85% efficiency gains she's made her personal mission.
Nico Laqua is the 26-year-old co-founder and CEO/CTO of Corgi, the AI-native full-stack insurance carrier that went from zero to unicorn ($1.3B valuation) in under two years. A Columbia neuroscience Rabi Scholar turned serial founder, he built Basket Entertainment into a gaming publisher with 200M+ monthly active users before pivoting to reinvent commercial insurance for startups. Corgi raised $268M total - including a $160M Series B in May 2026 - and became the first AI-native licensed insurance carrier purpose-built for technology companies.
Ramsey Masri is the CEO of Ceres AI (formerly Ceres Imaging), an Oakland-based agricultural intelligence platform that has analyzed over 17 billion plant-level measurements across 32 million acres and 40+ crop types worldwide. A UC Berkeley graduate who grew up on a family farm in Peru and spent 20 years as a California grape grower in Napa Valley, Masri bridges the worlds of technology, data analytics, and hands-on farming. Before Ceres, he served as COO at Zendrive and spent his early career at Oracle working under Larry Ellison, Ray Lane, and Tom Siebel. Under his leadership, Ceres rebranded as Ceres AI, raised a $13M Series D round led by Remus Capital in 2024-2025, was named to TIME Magazine's 2024 Top GreenTech Companies list, and made history by appointing the first AI board member in the agriculture industry.
Sondre Rasch is the Norwegian co-founder and CEO of SafetyWing, a Y Combinator-backed insurtech building a global social safety net for remote workers and digital nomads. Starting from a teenage web hosting business run through an online video game community, he studied economics at NHH Bergen, served as a sniper in the Norwegian Army, advised the Norwegian government on social policy, and co-founded Superside before launching SafetyWing in 2018. SafetyWing has raised $46.6M (including a $35M Series B in 2022) and generates over $34M in annual revenue serving tens of thousands of customers across 180+ countries. His ultimate ambition is to build 'a country on the internet' - a software-based welfare system and digital nation called Plumia.
Graham Topol is Co-Founder and Co-CEO of MGT Insurance, the AI-native neo-insurer he built with his brother Michael to fix commercial P&C insurance for America's 35 million small businesses. Before MGT, he sharpened his eye for pattern recognition at FTV Capital's $6.2B fund, helped scale Newfront Insurance past a $2B valuation, and cut his teeth in M&A at Morgan Stanley. Harvard Economics (cum laude) and Stanford GSB MBA in his back pocket, he now runs a company that compressed the traditional two-week insurance quoting process into two minutes - and reached profitability in under two years after raising a $21.6M oversubscribed Series B in October 2025.
Angela Strange is a General Partner at Andreessen Horowitz (a16z), where she leads investments in fintech infrastructure, insurance, and AI applications in financial services. A mechanical engineer by training and elite marathon runner by heart, she coined the widely-cited thesis 'Every Company Will Be a Fintech Company' - arguing that new financial infrastructure will enable any company to embed financial services the way AWS democratized software. She joined a16z in 2014 after stints at Google (where she launched Chrome for Android and iOS) and travel startup Ruba.com (acquired by Google). She has board seats at companies including Moov, Sardine, Jeeves, Valon, and hyperexponential, and is co-chair of C100, which connects Canadian entrepreneurs with Silicon Valley.
Matt Harris is a Partner at Bain Capital Ventures and one of the most tenured fintech-focused venture investors in the world, with over 30 years dedicated exclusively to financial technology. Known for his 'Fintech: The Fourth Platform' thesis that predicted fintech would create $3.6 trillion in value, Harris backed breakout companies including OnDeck Capital (as first investor), Flywire, Justworks, and GoCardless. He serves on the Innovation Advisory Council of the Federal Reserve Bank of New York and ranks #3 on Institutional Investor's Fintech Finance 40.
Vouch is a technology-first insurance broker built specifically for high-growth startups and venture-backed companies. Founded in 2018 by Sam Hodges and Travis Hedge, Vouch has reimagined business insurance with a digital-first platform that lets founders get covered in minutes - not weeks. With over $203M raised, 6,000+ companies insured, and a landmark 2025 deal with Hiscox, Vouch sits at the intersection of fintech and insurtech, offering everything from general liability to first-of-its-kind AI-specific coverage.