A disability claim can turn illness into a second job. Atticus offers free guidance, finds specialist lawyers, and earns its share when clients win. The business is built around getting that first call right.
High Road PEO sold small businesses something they rarely get from payroll vendors: a human who knows their name. Its 2025 merger with Helpside is a test of whether that intimacy can survive a much bigger operating system.
The Midwest workers' compensation mutual sells a required product, then spends its energy trying to make that product less necessary - through safety advice, medical coordination and an unusually patient view of the customer relationship.
Founded in 1951 and running quietly out of Vancouver, Washington, BBSI has turned the least glamorous parts of running a business - payroll, workers' comp, HR paperwork - into a $1.2 billion operation built around one idea: put a real local team in the room.
AmTrust built an $8.8 billion premium engine by insuring the businesses and breakdowns bigger carriers can overlook. Its next policy is being written in software, claims data and a network of specialist partners.
The Syracuse brokerage has spent decades turning a once-a-year insurance purchase into an always-on operating discipline - combining coverage, claims, benefits, HR and prevention under one roof.
It spends more on advertising than most firms bill in a year, recovered $25 billion for clients, and put its own name on a promise: for the people, not the powerful. Inside America's largest personal injury firm.
The Hartford has spent 216 years learning how America breaks, rebuilds and gets back to work. Its next act is narrower, more digital and still built around an old-fashioned promise: price risk before trouble arrives, then show up when it does.
EMC built a $2.05 billion commercial insurance book without abandoning the local agent. Now the 115-year-old mutual is betting that better software can create more time for judgment, prevention and the human conversations that follow a loss.
Travelers sells a familiar promise under a red umbrella. Behind it sits a 170-year experiment in pricing uncertainty - powered by agents, engineers, claims professionals, data and, increasingly, an insurance-trained language model.
Avallon AI is a New York-based Y Combinator (Spring 2025) startup building AI agents that automate insurance claims operations from intake to resolution. Its agents answer phones, chase down employers and providers, read medical reports, and enter data directly into claims systems - work that traditionally consumes weeks of adjuster time. Avallon sells to insurance carriers, MGAs, and third-party administrators (TPAs), and raised a $4.6M seed round led by Frontline Ventures in November 2025.
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.
Foresight is a San Francisco-based commercial insurtech that ties safe work practices to insurance savings. It writes workers' compensation coverage for hard-to-place middle-market businesses in industries like construction, manufacturing, agriculture and landscaping, bundling its Safesite safety platform, virtual safety coaching and AI-informed underwriting into every policy to prevent injuries, reduce claims and lower rates.
Jopari Solutions is a Concord, California health information technology company that electronifies the medical claim lifecycle - bills, attachments, remittances and payments - for the property and casualty, workers' compensation, auto medical and group health insurance markets. Founded in 2003 by Steve Stevens, Jopari runs a connectivity network linking more than 5,000 insurance payers with roughly 1.5 million providers, replacing paper-based claim processing with straight-through electronic transactions. In April 2026 it was acquired by Office Ally, a New Mountain- and Francisco Partners-backed clearinghouse, from growth-equity firm WestView Capital Partners.
CompScience is a San Francisco-based insurtech that runs computer vision and generative AI on a company's existing security cameras to spot more than 50 workplace hazards before they become injuries. It pairs that 'Visual AI' safety analytics with an active commercial workers' compensation insurance product, rewarding employers who act on the data with better insurance economics. The company says its system gives safety leaders roughly 300 times more data than a traditional walkthrough inspection, and it has set a public goal of preventing one million workplace injuries by 2035.
Harper is an AI-native commercial insurance brokerage based in San Francisco that matches small and mid-sized businesses with more than 160 insurance carriers for workers' compensation, general liability, and professional liability coverage. Founded in 2024 by second-time founders Dakotah Rice and Tushar Nair and backed by Y Combinator (W25), Harper uses internally built AI to automate submission routing, form completion, underwriter follow-ups, and document collection - work that often takes traditional brokers five to seven days and that Harper aims to do in one to two. The company has served more than 5,000 businesses across 35 states and raised $47M in combined seed and Series A funding.
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.
Hourly is a Palo Alto-based fintech platform that combines payroll, workers' compensation insurance, and time tracking into a single mobile-first system built for small businesses with hourly workers. Its pay-as-you-go workers' comp model calculates premiums against actual wages in real time, eliminating year-end audits and helping employers avoid overpaying. Founded in 2018 by Tom Sagi, Shay Litvak, and Amir Faintuch, the company raised $39M+ and serves 500+ businesses across construction, manufacturing, transportation, and similar industries. In July 2025, Hourly was acquired by Israeli insurtech WeSure in a deal valued at approximately $168M.