Pie Insurance is a workers' comp specialist that writes coverage directly to small employers and through agents, with a particular strength in trade businesses like HVAC, plumbing, electrical, roofing, and landscaping. Founded in 2017 and headquartered in Washington, D.C., Pie has raised more than $615M to build a modern workers' comp platform that auto-decisions the majority of class codes and returns bindable quotes in about three minutes. For HVAC owners, that means a single online flow replaces the weeks-long paperwork shuffle that comes with traditional carriers.

Pie's workers' comp program is live in 39 states plus D.C. and covers class codes representing roughly 88% of the small business market, including common HVAC codes (installation, service, and commercial work). The company advertises savings of up to 30% compared to legacy carriers, driven by data-driven rating models and streamlined expense structures. Maximum premium is $125,000 with a maximum experience mod of 1.50, which fits small-to-mid HVAC shops comfortably. Pie also sells commercial auto and a BOP in select states, letting HVAC owners stack core policies with one carrier.

Claims handling is an area where Pie invests heavily: 24/7 claims intake, dedicated adjusters, and a return-to-work program that's important for HVAC shops where an injured tech on light duty still needs somewhere to contribute. Pie is best for HVAC shops with up to ~50 employees that want competitive workers' comp with modern digital servicing, but large shops with complex mod histories or self-insured retention needs may still need a traditional broker.