Senior Technical Product Manager, AI Engineering & Systems

Overview

, we are moving past fragmented, time‑consuming processes to create a seamless, automated platform for managing car ownership. Your role will sit at the intersection of product, engineering, and applied AI as you build and scale a sophisticated system that already automates >70% of inbound sales and service requests (over 50k chats per month). You will shape how modern LLM systems, human‑in‑the‑loop feedback, and computer‑use agents redefine the industry.

• Lead end‑to‑end development for our AI platform and customer experiences, from initial roadmap to rollout.
• Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.
• Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.
• Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.
• Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation.

• 4+ years of experience in management consulting or technical product management at a fast‑paced startup.
• Proven interest in modern LLM systems and a passion for AI.
• Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards.
• Track record of taking complex, strategic ideas and turning them into scalable, production‑grade products.
• Familiarity with SQL and data‑driven decision making.
• Systems thinking and strong communication skills to translate complex concepts to diverse audiences.
• Optimistic problem‑solver mentality with ownership of high‑impact metrics.

The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job‑related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market‑dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants.

We offer a comprehensive benefits package to regular employees, including health, dental, vision coverage, paid time off, paid parental leave, 401(k) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of the total rewards package. Part‑time, contract, or freelance roles may not be eligible for certain benefits.

Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws.

Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting.