Engineering

Education

Community and Social Services

Business Development

Arts and Design

Administrative

Product Management

Operations

Media and Communication

Marketing

Support

Sales

Information Technology

Human Resources

AI-powered car insurance and car care app

CEO 

Co-Founder and CTO

Root partners with Jerry

Lemonade Extends Its AI Push and Pressures the Insurance Pack

Jerry Launches Revamped Website to Help Drivers Make Smarter Insurance and Auto Decisions

Liquid 2 Ventures Portfolio

Product Manager Apprenticeship

Jerry is an AI-powered advisor company managing physical assets such as cars, homes, and motorcycles. The Product Manager Apprenticeship provides mentorship from the Cofounder/CEO while building or scaling new product verticals and gaining exposure to product, growth, operations, finance, engineering, and data. The role is designed to develop future product or commercial leaders during a period of rapid growth.

Product Manager Apprenticeship (YC cofounder/CEO-led)

Inbound Insurance Sales Representative

Jerry is an AI-powered advisor that helps customers manage insurance and other physical assets. The Inbound Insurance Sales Representative handles inbound insurance calls, provides consultative guidance across multiple policy types, creates tailored coverage packages, and finalizes policies while sharing customer feedback with the product team.

Inbound Insurance Sales Representative (Remote)

Insurance Sales Agent

Jerry is an AI-powered advisor helping customers manage insurance and other physical assets. The Insurance Sales Agent delivers consultative customer experiences, handles inbound insurance calls, educates customers about coverage and savings, builds tailored policies, finalizes coverage, addresses purchasing concerns, and shares customer feedback with the product team.

Insurance Sales Agent (Remote)

Senior Product Manager, Emerging Products

Jerry is an AI-powered advisor company managing physical assets such as cars, homes, and motorcycles. The Senior Product Manager will own a new product bet from early concept or launch through product-market fit and scaling, using data and customer insights to prioritize, build, ship, and iterate products across insurance and ownership domains.

Senior Product Manager, Emerging Products (0-1)

Product Manager-in-Training

Jerry.ai is an AI-powered advisor company helping customers manage physical assets such as cars, homes, and motorcycles. The Product Manager-in-Training will work directly with and be mentored by the Cofounder/CEO to build or scale new product verticals, gaining exposure to product, growth, operations, finance, engineering, and data while executing growth strategies.

Product Manager-in-Training (Cofounder/CEO-led)

Licensed Insurance Sales Agent

Jerry is an AI-powered advisor that helps customers manage insurance and other physical assets. The Licensed Insurance Sales Agent will provide consultative support through inbound calls, educate customers on coverage options, build policies across more than 55 carrier partners, finalize coverage, and share customer feedback with the product team.

Licensed Insurance Sales Agent | 100% Remote

Insurance Agent - Sales or Service

Jerry is a technology startup helping customers manage their car, home, and motorcycle assets through insurance and related services. The Insurance Agent will support customers through sales and service interactions, answer inbound calls, recommend appropriate coverage, process policy requests, solve coverage issues, and provide product feedback.

Remote Insurance Agent, Sales or Service (Tech Startup)

Inbound Sales Agent (Fintech)

Jerry is an AI-powered advisor helping car owners save money on insurance, repairs, and loans. The Inbound Sales Agent will support customers who initiate insurance searches through the app, explain coverage and discounts, resolve concerns empathetically, and help customers complete policy purchases.

Remote Inbound Sales Agent (Fintech)

Inside Sales Associate

Jerry is building an AI-powered advisor to help customers manage their cars, homes, and other physical assets through insurance and related services. The Inside Sales Associate will support customers through sales and service operations by answering inbound calls, recommending appropriate insurance coverage, processing service requests, resolving coverage barriers, and providing product feedback.

Remote Inside Sales Associate (Insurance Tech Startup)

Insurance Sales & Service Associate

Jerry is building an AI-powered advisor to help people manage their cars, homes, and other physical assets. The Insurance Sales & Service Associate will support customers with insurance shopping and policy servicing, answer inbound calls, identify coverage needs, process service requests, and provide feedback to improve the product.