Technical Product Manager, AI Engineering & Systems

Jerry Insurance Agency, LLC

$120K — $150K *
Consumer Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years in management consulting or technical product management at a startup.
  • Strong interest in modern LLM systems.
  • Ability to communicate technical tradeoffs effectively.
  • Experience turning strategic ideas into scalable products.
  • Familiarity with SQL and data analysis.

Responsibilities

  • Lead development of our AI platform from roadmap to rollout.
  • Collaborate with engineers to create prompt strategies and frameworks.
  • Translate technical concepts for broader organizational understanding.
  • Enhance answer quality and customer satisfaction through experimentation.
  • Evaluate next-gen voice models with partners like OpenAI.

Benefits

  • Health, dental, and vision coverage.
  • Paid time off and parental leave.
  • 401(K) plan with employer matching.
  • Wellness benefits.
  • Equity opportunities may be offered as part of the rewards package.
Full Job Description
Lead the AI Revolution for Jerry.ai:

At Jerry.ai, we are moving past fragmented, time-consuming processes to create a seamless, automated platform.

You 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). Your role will include shaping how modern LLM systems, human-in-the-loop feedback, and computer-use agents redefine an entire industry.

How You Will Make an Impact:
  • 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.
What We're Looking For in a Builder:
  • Intrinsically Motivated Technologist: You live and breathe AI. You read the release notes when a new model drops and you've already built your own custom workflows.
  • Systems Thinker: You are comfortable diving into technical conversations about API design and system architecture, translating complex concepts for any audience.
  • Optimistic Problem-Solver: You are a "how can we" thinker who seeks constant improvement and thrives on owning high-impact metrics.
  • Data-Driven with Conviction: You are familiar with SQL and comfortable diving into the data to answer your own questions and validate hypotheses.


Ideal Profile:
  • 3+ years of experience in management consulting or technical product management at a fast-paced startup.
  • Proven interest in modern LLM systems.
  • Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards.
  • A track record of taking complex, strategic ideas and turning them into scalable, production-grade products.


While we appreciate your interest and application, only applicants under consideration will be contacted.

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, and 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 your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.

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