Pie Insurance vs Guidewire
Side-by-side comparison of AI visibility scores, market position, and capabilities
Data-driven workers' comp for small businesses; raised $300M+; ML underwriting enables fast quotes through digital brokers; one of the largest insurtech workers' comp carriers in the US.
About
Pie Insurance is a Washington, D.C.-based insurtech company that provides workers' compensation insurance to small and medium-sized businesses through a technology-enabled platform. Pie uses alternative data sources and machine learning to underwrite workers' comp policies more accurately than traditional actuarial models, enabling it to offer competitive pricing to businesses in industries like construction, restaurants, and healthcare services. The platform delivers quotes in minutes through a digital flow that connects directly with insurance brokers and agents, who remain central to Pie's distribution strategy. Founded in 2017, Pie has raised over $300M from investors including Accel, Greycroft, and Moxley Holdings and has grown to become one of the largest insurtech workers' comp carriers in the United States. Pie's model captures the small business segment that is often underserved or overpriced by traditional carriers who rely on limited data for these accounts.
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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