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Jerry.ai
AI advisor for car and home ownership
jerry.ai (opens in a new tab)Jerry builds an AI-powered advisor that helps people manage the things they own, beginning with cars. It launched in 2019 as a car insurance broker and grew into one of the three largest in the country, then expanded into driving insights, vehicle diagnostics and a marketplace for repairs. The aim is to cover the whole ownership cycle in one app — shopping, insuring, maintaining, repairing and selling — and it is now extending that model to homes, motorcycles and RVs. Jerry serves more than five million customers and has been profitable since 2024. The company is remote-first, with offices in Palo Alto, New York City, Chicago and Toronto.
25open rolesProduct, GTM, Sales, Marketing, BizOps, Data, and Chief of Staff
RoleEst. Compensation
$180k–$230k
$160k–$210k