
Job Overview
Location
New York, New York
Job Type
Full-time
Category
Product Management
Date Posted
June 30, 2026
Full Job Description
đź“‹ Description
- • Lead the development and scaling of Jerry.ai’s AI platform and customer-facing Agentic AI product, leveraging LLMs, agents, and internal APIs to create a seamless, magical experience for over 5M+ customers.
- • Drive end-to-end ownership of AI systems including prompt design, evaluation frameworks, guardrails, and integration with partners like OpenAI to pioneer new model capabilities in voice, computer use, and consumer AI applications.
- • Serve as the technical translator between engineering and cross-functional teams, establishing AI best practices, platform standards, and unified ownership of a fragmented across six locations.
- • Improve automation rates (>70% of inbound sales/service requests), answer quality, and customer satisfaction through rigorous experimentation, data-driven analysis, and strategic roadmap execution.
- • Report directly to the COO in a flat, high-impact org chart, leading one of the company’s most important growth levers with accelerated career growth opportunities in a profitable, pre-IPO startup with $240M raised.
- • Join a mission-driven team redefining car ownership through AI, simplifying insurance, financing, maintenance, and safety in America’s #1 rated car ownership super app.
🎯 Requirements
- • 3+ years of experience in a technical role such as forward deployed engineering, technical product management, or similar at a fast-paced startup.
- • Deep passion and curiosity for AI systems, including modern LLMs, with hands-on experience building custom workflows and staying current with model releases.
- • Proven track record of taking complex, strategic AI ideas and turning them into scalable, production-grade products.
- • Comfort with SQL and data analysis to validate hypotheses, measure impact, and drive systematic improvements in AI performance.
- • Ability to navigate technical tradeoffs, lead by example in implementing AI platform standards, and communicate complex concepts clearly to technical and non-technical audiences.
🏖️ Benefits
- • Comprehensive health, dental, and vision coverage for regular employees.
- • Paid time off, paid parental leave, and 401(K) plan with employer matching.
- • Wellness benefits and equity opportunities as part of total rewards package.
- • Opportunity to work directly with OpenAI on next-generation voice models and workflow automation.
- • Flat organizational structure with direct access to leadership and accelerated career growth in a profitable, pre-IPO startup.
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
About Jerry Technologies Inc.
Jerry Technologies offers a mobile-first AI platform that automatically compares insurance quotes, refinances auto loans, and shops for home and renters coverage. Users submit photos of existing policies, and the app retrieves and compares rates from carriers to find lower premiums or better terms. The company earns commissions from insurers when policies are switched or originated through its platform, serving consumers seeking to reduce recurring auto and home expenses without manual comparison shopping.
Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.
Newsletter
Weekly remote jobs and featured talent.
No spam. Only curated remote roles and product updates. You can unsubscribe anytime.
Similar Opportunities

Hive Health Inc.
2 months ago

The Cigna Group
1 month ago

Hightop Health Inc.
1 month ago

Hightop Health Inc.
1 month ago