Manager, AI Agents and Automation

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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 end-to-end development of the AI platform and customer experiences, from roadmap through rollout • Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails while balancing latency, cost, and accuracy • Translate technical concepts between engineering and the broader organization • Establish AI best practices and platform standards • Drive improvements in answer quality, customer satisfaction, and automation rates through experimentation • Work with OpenAI partners to evaluate and deploy next-generation voice models and workflow automation • Own the roadmap and platform direction for customer-facing AI, voicebots, computer-use agents, and consumer AI applications • Report directly to the COO

🎯 Requirements

• 3+ 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 • Experience with API design and system architecture • Familiarity with SQL and ability to use data to answer questions and validate hypotheses • Ability to design prompt strategies, evaluation frameworks, and guardrails • Ability to navigate technical tradeoffs and implement AI platform standards • Ability to reside in an eligible location: specified U.S. states or Ontario, Canada • Legal authorization to work in the U.S. or Canada

🏖️ Benefits

• Equity opportunities / stock options • Health coverage • Dental coverage • Vision coverage • Paid time off • Paid parental leave • 401(k) plan with employer matching in the U.S. or RRSP plan with employer matching in Canada • Wellness benefits • Comprehensive benefits package for regular/full-time employees

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