Senior Technical Product Manager – AI Engineering, Systems

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Jerry

201 - 500 employees

💼 Consulting

📦 Logistics

📣 Marketing

Consulting • Logistics • Marketing

Jerry is an innovative platform that simplifies car ownership by providing tools to compare car insurance, loans, and repair estimates. With services such as PriceProtect™, GarageGuard™, and DriveShield™, Jerry helps users secure better insurance rates, manage car loans, and track vehicle maintenance and repairs. It utilizes advanced technology to provide users with a streamlined insurance shopping experience, offer car diagnostic services, and reward safe driving habits. Jerry is a licensed insurance and loan broker, operating across all 50 U. S. states, and is committed to protecting user data with bank-level encryption.

📋 Description

• Lead Jerry.ai’s customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs • Integrate Jerry.ai services directly into the ChatGPT App with partners such as OpenAI • Learn and improve prompt engineering workflows by writing and updating prompts • Understand how Propelix, Botly, CRM, GitHub, and Replit interact and identify bottlenecks • Define and execute prompt consolidation from six locations onto a unified platform • Sequence work and align engineering, data, operations, and other teams • Own the technical prioritization queue for the chatbot • Track voicebot and computer-use technologies and determine when serious investment is warranted • Own the OpenAI relationship and Jerry’s presence in the ChatGPT store • Influence AI investment and architectural decisions for the platform’s future state

🎯 Requirements

• 4+ years of experience in a technical role such as forward deployed engineering, technical product management, or similar at a fast-paced startup • Passion and curiosity for AI systems, including modern LLMs • Track record of turning complex, strategic ideas into scalable, production-grade products • Strong familiarity with AI and experimentation with custom workflows • Comfort discussing API design and system architecture • Ability to translate complex technical concepts for any audience • Familiarity with SQL and comfort using data to answer questions and validate hypotheses • Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards • Ability to reside in an eligible hiring location: specified U.S. states or Ontario, Canada • Legal authorization to work in the U.S. or Canada • Full-time salaried employment eligibility

🏖️ Benefits

• Equity opportunities / stock options • Health coverage • Dental coverage • Vision coverage • Paid time off • Paid parental leave • 401(k) plan with employer matching (U.S.) • RRSP plan with employer matching (Canada) • Wellness benefits • Fully remote work

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