
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.
🔥 0 minutes ago
🌐 United States, Canada – Remote
🌵 Arizona, California, +13 more states – Remote
💵 $130k - $170k / year
⏰ Full Time
🟡 Mid-level
🟠 Senior
🤖 Artificial Intelligence
🦅 H1B Visa Sponsor
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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.
• Lead end-to-end development of the AI platform and customer experiences, from roadmap through rollout • Build and scale a system automating more than 70% of inbound sales and service requests • Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails • Balance AI platform 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 • Report directly to the COO
• 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 • Technical knowledge of API design and system architecture • Familiarity with SQL • Experience building custom AI workflows • Ability to design prompt strategies, evaluation frameworks, and guardrails • Current residence in eligible locations: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada • Legal authorization to work in the U.S. or Canada
• Equity opportunities / stock options • Health coverage • Dental coverage • Vision coverage • Paid time off • Paid parental leave • 401(k) plan with employer matching • RRSP plan with employer matching in Canada • Wellness benefits
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