Shepherd vs Guidewire
Side-by-side comparison of AI visibility scores, market position, and capabilities
YC-backed construction insurance MGA with technology-enabled underwriting for GC general liability and workers' comp; $22.3M with $13.5M Costanoa Series A achieving 5x GWP growth for construction sector insurance.
About
Shepherd Insurance is a New York-based insurance technology company providing technology-enabled commercial insurance specifically for the construction industry — writing General Liability, Commercial Auto, Workers' Compensation, and Excess Liability policies for general contractors and construction enterprises. Founded in 2021 and backed by Y Combinator with $22.3 million raised including a $13.5 million Series A led by Costanoa Ventures, Shepherd achieved five-fold growth in Gross Written Premiums year-over-year and expanded from one to four commercial insurance product lines serving the high-risk and underserved construction insurance market.
NYSE-listed (GWRE) P&C insurance core platform at $1.1B ARR serving 550+ carriers including 7 of top 10 US P&C insurers; PolicyCenter, BillingCenter, and ClaimCenter competing with Duck Creek for insurance modernization.
About
Guidewire Software is a San Mateo, California-based enterprise software company — listed on NYSE (NYSE: GWRE) — providing the core operating platform for property and casualty (P&C) insurance carriers: PolicyCenter (policy administration), BillingCenter (billing and payments), and ClaimCenter (claims management) as its Insurance Suite, alongside Guidewire Cloud, data analytics, and marketplace applications. Founded in 2001 and generating $1.1 billion in annual recurring revenue in fiscal year 2024, Guidewire serves 550+ P&C insurers globally including 7 of the top 10 US P&C carriers (State Farm, Allstate, Travelers, Liberty Mutual) and international insurers in 40+ countries.
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