Job Overview
Location
San Francisco Bay Area
Job Type
Full-time
Category
Product Management
Date Posted
May 26, 2026
Full Job Description
đź“‹ Description
- • Lead end-to-end development of Jerry.ai’s AI platform and customer experiences, from roadmap creation to full-scale rollout, automating over 50k monthly chats and >70% of inbound sales and service requests.
- • Partner with engineering teams to design prompt strategies, evaluation frameworks, and guardrails that balance latency, cost, and accuracy in production LLM systems.
- • Serve as the technical translator between engineering and cross-functional teams, establishing AI best practices, platform standards, and scalable workflows for AI agents.
- • Drive systematic improvements in answer quality, customer satisfaction, and automation rates through rigorous experimentation, A/B testing, and data-driven iteration.
- • Collaborate directly with OpenAI to evaluate, integrate, and deploy next-generation voice models and workflow automation capabilities into the ChatGPT App.
- • Own the strategic direction of Jerry.ai’s AI agents and platform, ensuring alignment with product goals and customer needs in a regulated, high-volume production environment.
- • Translate complex technical concepts into clear, actionable insights for non-technical stakeholders across product, operations, and leadership.
- • Build and scale a sophisticated AI system that redefines car ownership by automating fragmented processes across insurance, financing, maintenance, and safety services.
- • Implement and enforce AI platform standards that ensure reliability, safety, and compliance while maintaining high performance under real-world usage conditions.
- • Dive into operational data using SQL to validate hypotheses, uncover optimization opportunities, and measure impact on key metrics such as automation rate and customer retention.
- • Act as a systems thinker by engaging in technical discussions around API design, model architecture, and agent workflows, while maintaining a focus on user-centric outcomes.
- • Foster a culture of continuous improvement by encouraging experimentation, learning from failures, and iterating rapidly on AI-driven customer experiences.
- • Maintain deep familiarity with the latest LLM releases, reading model release notes and building custom workflows to stay ahead of industry advancements.
- • Lead by example in implementing production-grade AI solutions that are scalable, measurable, and aligned with Jerry.ai’s mission to simplify car ownership for over 5 million customers.
🎯 Requirements
- • 5+ years of experience in management consulting or technical product management at a fast-paced startup
- • Proven interest in modern LLM systems and experience working in a regulated production environment
- • Ability to navigate technical tradeoffs and lead implementation of AI platform standards
- • Track record of turning complex, strategic ideas into scalable, production-grade products
- • Familiarity with SQL and comfort using data to answer questions and validate hypotheses
- • Intrinsically motivated technologist who actively builds custom AI workflows and stays current with model releases
🏖️ Benefits
- • Health, dental, and vision coverage
- • Paid time off
- • Paid parental leave
- • 401(k) plan with employer matching
- • Wellness benefits
- • Equity grants as part of total compensation
Skills & Technologies
Senior
Onsite
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.
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