Small business specialists

# Insurer Type Commercial premiums (2025) AM Best
99 HiscoxLloyd's-rooted specialist that sells professional liability, GL, BOP and cyber to U.S. small businesses online and through brokers, plus E&S lines via Lloyd's. Small business specialists $626.0 million A (Excellent)
— Berkshire Hathaway GUARD Insurance CompaniesBerkshire Hathaway's agent-sold small and mid-sized business insurer in Wilkes-Barre, PA: workers' comp, BOPs, commercial auto, GL and umbrella. A+ AM Best. Small business specialists — A+ (Superior)
— biBERKBerkshire Hathaway's direct-to-business insurer: comp, BOP, GL, E&O, commercial auto and umbrella quoted and bought online or by phone, no agent needed. Small business specialists — A++ (Superior)
— CoverWalletNew York insurtech agency founded in 2015, owned by Aon since January 2020. Its site now sends small business quote requests to Aon Affinity agents. Small business specialists — —
— EmbrokerDigital insurance broker and MGA for startups, tech companies and law firms. Its own programs are written on Everest National and Everspan paper. Small business specialists — —
— HuckleberryOnline insurance agency owned by Paychex since 2023. Quotes workers' comp, BOP and GL from carriers such as AmTrust, Chubb and The Hartford. Small business specialists — —
— InsureonOnline independent agency in Chicago, owned by HUB International since 2022. Quotes small businesses with carriers such as The Hartford, Chubb and Hiscox. Small business specialists — —
— NEXT InsuranceOnline small business insurer founded in 2016, owned outright by Munich Re's ERGO since July 2025 and now branded ERGO NEXT: GL, BOP, comp, auto and E&O. Small business specialists — A+ (Superior)
— Pie InsuranceVenture-backed insurtech that writes small business workers' comp on its own A- rated paper in 39 states and D.C., sold online and through 5,000-plus agencies. Small business specialists — A- (Excellent)
— Simply BusinessOnline insurance agency owned by Travelers since 2017. Compares quotes from about 18 carriers, such as Travelers, Hiscox, biBERK and Markel, for small firms. Small business specialists — —
— ThimbleOnline agency owned by Arch selling general liability by the hour, month or year. Policies are issued by Markel Insurance Co. and National Specialty. Small business specialists — —
— VouchInsurance broker for startups, tech, life sciences and financial firms. Sold its Corix MGA and Vouch Insurance Company to Hiscox under a 2025 deal. Small business specialists — —

Ranked by 2025 U.S. commercial lines direct premiums written: NAIC 2025 market share data for 17 commercial lines (states and U.S. territories), summed by insurance group. A group's premium in a line where it is outside NAIC's top 125 is not counted. Seven groups are left out because a business cannot buy from them or their premium in these lines is mostly consumer coverage: USAA, CSAA, the Ohio Bureau of Workers' Compensation, Florida's Citizens, the Texas FAIR Plan and windstorm pool, Assurant and Generali. Brands without a rank are well-known companies inside these groups or outside the top 100.