Pie Insurance Workers' Compensation Insurance

Pie Insurance was founded in 2017 and is headquartered in Washington, D.C. The company built its workers' compensation product around a pay-as-you-go model from the outset, syncing premium payments to a policyholder's actual payroll through payroll-system integrations rather than requiring a large upfront deposit based on an annual payroll estimate. On February 2, 2023, Pie announced that Pie Insurance Group had secured an AM Best Financial Strength Rating of A- (Excellent), which the company described as completing its transition to a rated, full-stack carrier that underwrites its own policies rather than relying solely on fronting arrangements with other insurers for capacity.

Pie's workers' compensation program targets small businesses and emphasizes a digital application process alongside its pay-as-you-go billing structure. The company positions payroll-synced billing as a way to reduce the size of premium audits and avoid large true-up bills at renewal, since premium is calculated closer to real time rather than reconciled once a year. Pie has also continued to expand its own underwriting capacity, product lines, and overall state footprint since becoming a rated carrier back in 2023.

Pie distributes its workers' compensation product through independent agents as well as directly online. A business can access Pie's program alongside other carrier options through a licensed agency as part of a single comparison and application process, which can be useful for employers who want to weigh Pie's payroll-synced billing against a traditional annual-premium carrier before choosing a program that best fits their cash-flow needs, growth plans, and day-to-day administrative preferences.