The Atlanta startup wanted to be the USAA of the gig economy. When the rideshare math refused to cooperate, it traded a consumer dream for a quieter, colder business - renting out its insurance license to other people's ideas.
Briza is a Toronto-based insurtech that started as a unified, API-first platform for small-business commercial insurance - letting agencies, brokers and software platforms quote, bind and pay for policies like BOP, GL, WC and cyber through a single integration. Founded in 2016, the company has since narrowed its focus to carrier API reliability, applying manufacturing-style engineering discipline to reduce failed submissions and slow integrations that cost carriers premium.
CoverForce is a New York-based insurtech building the digital infrastructure that connects commercial insurance carriers, agencies, and wholesalers. Its API marketplace and white-label platforms let brokers instantly quote, compare, pay, bind, and issue commercial policies - collapsing month-long, paper-based workflows into minutes across lines like workers' compensation, general liability, cyber, and business owner's policies. Backed by Insight Partners and Nyca Partners, the company supports thousands of agencies and integrates with national carriers including AmTrust, Chubb, Liberty Mutual, and Travelers.
Ledgebrook is a tech-enabled excess and surplus (E&S) lines managing general agent (MGA) that aims to give wholesale insurance brokers the fastest, easiest quoting experience. Founded in 2021 by former actuary Gage Caligaris, the company pairs a next-generation tech stack - which enriches and prefills broker submissions and speeds rating - with experienced human underwriters to write specialty commercial coverages such as general liability, excess liability, professional liability, allied healthcare, and architects & engineers. Having written its first policy in May 2023, Ledgebrook passed a $100M premium run rate and closed an oversubscribed $65M Series C in June 2025, bringing total funding to roughly $119M.
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.
FurtherAI builds domain-specific AI 'teammates' for the insurance industry, automating the busywork of underwriting, claims, submissions, policy comparison and compliance. Founded in 2023 by Aman Gour and Sashank Gondala and launched out of Y Combinator's Winter 2024 batch, the San Francisco company parses messy insurance documents - broker letters, property schedules, ACORD forms, loss runs - and turns them into structured, actionable data so professionals can focus on judgment instead of re-keying. It raised a $25M Series A led by Andreessen Horowitz in October 2025, roughly six months after a $5M seed, and supports customers writing over $15 billion in premiums across all 50 states.
Goodcover is a San Francisco insurtech offering cooperative renters insurance built around a member-first model. Founded in 2017 and launched out of Y Combinator, it operates as a Managing General Agent that pools members' premiums, takes a fixed fee, pays claims, and returns leftover premium to members as an Annual Member Dividend. The pitch: renters insurance for roughly half the price of legacy carriers, with a fully digital sign-up, human support, and a structure that aligns the company's incentives with its members rather than with retaining unclaimed premium as profit.
LEEO is a commercial auto insurance managing general agent (MGA) that uses telematics, agentic AI, and data science to underwrite, price, and manage risk for fleets. Formerly known as Fairmatic, the company rebranded and relaunched on December 15, 2025 under CEO Jeffrey Chen. It serves brokers and fleet operators - focusing on segments like non-emergency medical transport, light business auto, and last-mile delivery - with fast AI-driven quoting and binding, actionable safety insights, and a telematics-based claims process that can detect crashes and auto-fill incident reports. LEEO is backed by Battery Ventures, Foundation Capital, and Aquiline Technology Growth.
Tim Attia is the co-founder and CEO of Slice Labs, a New York insurtech he launched in 2015 to sell insurance the way the on-demand economy actually works - in bite-size, pay-per-use chunks bought the moment a homeshare host or rideshare driver needs it. Trained as an electrical engineer at McGill and shaped by three decades moving between consulting firms and insurance carriers, Attia built Slice into a cloud platform (Insurance Cloud Services) that lets incumbents like AXA XL, Progressive, Lenovo and Microsoft spin up digital insurance products, and more recently he has been pushing the company toward AI, machine learning and large language models to automate underwriting and claims.
Delos Insurance Solutions is a San Francisco insurtech and managing general agent that uses satellite imagery, fire science, and machine learning to insure California homeowners in wildfire-prone areas that traditional carriers have abandoned. Founded by two aerospace engineers, Delos models wildfire risk at the individual-property level using NASA Earth-observation data, climate science, and hundreds of risk parameters, allowing it to write coverage on homes the rest of the market deems uninsurable.
Kevin Stein is the CEO and cofounder of Delos Insurance Solutions, a San Francisco insurtech MGA that writes homeowners insurance for wildfire-exposed California properties that mainstream carriers refuse. A Bay Area native and aerospace engineer who once sold satellites at SSL/Maxar, Stein co-founded Delos in 2017 with Shanna McIntyre to apply satellite imagery, geospatial AI, and wildfire science to a problem the rest of the market treats as uninsurable. Delos accepts roughly two-thirds of the homes the standard market declines, and Stein reports it has never insured a home that later burned. He moonlights as a bassist and songwriter.
Functional Finance is a San Francisco-based insurtech building the financial operations (FinOps) platform for the insurance industry. Its API-driven software automates billing, invoicing, premium collection, premium finance, payables, commissions, treasury and reconciliation for managing general agents (MGAs), wholesalers and carriers - replacing spreadsheets and manual data entry with near real-time, policy-aware money movement. Founded in 2021 by CoverWallet alumni, the company raised a $20M Series A in 2024 on the back of a 2,500% year-over-year jump in premium payment volume.

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.
Pibit.AI is a San Francisco-based insurtech building CURE, an agentic AI platform that automates the messy middle of commercial insurance underwriting - intake, document parsing, risk research, and workflow orchestration - for carriers and MGAs. Founded in 2020, Y Combinator-backed, and now Series A funded.
Rainbow is a San Francisco-based specialty managing general underwriter (MGU) building tailored small business insurance for industries that traditional carriers find hard to price - starting with restaurants and expanding into beauty and wellness. It pairs vertical-specific underwriting with an instant quote-to-bind agent portal and pay-as-you-go premiums tied to actual sales.