
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, focusing on automating car ownership services through LLMs and AI agents.
- • Partner with engineering teams to design prompt strategies, evaluation frameworks, and guardrails that balance latency, cost, and accuracy in high-volume AI interactions (50k+ chats/month).
- • Serve as the primary technical translator between engineering and cross-functional teams, establishing AI best practices, platform standards, and scalable system architectures.
- • Drive systematic improvements in answer quality, customer satisfaction, and automation rates through rigorous A/B testing, data analysis, and iterative experimentation.
- • 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-powered platform that already automates over 70% of inbound sales and service requests across a $2T industry.
- • Translate complex technical concepts about API design, model behavior, and system architecture into clear, actionable insights for non-technical stakeholders.
- • Build and scale production-grade AI systems that handle real-world customer interactions with high reliability, low latency, and continuous learning from human-in-the-loop feedback.
- • Define and measure key performance metrics tied to automation efficiency, customer retention, and operational cost reduction across the AI platform.
- • Champion a culture of innovation by staying ahead of LLM release cycles, experimenting with new model capabilities, and implementing custom AI workflows beyond off-the-shelf solutions.
- • Work cross-functionally with product, design, and operations to align AI capabilities with customer needs and business goals in the car ownership ecosystem.
- • Maintain deep familiarity with SQL and data infrastructure to independently validate hypotheses, analyze user behavior, and optimize AI performance based on empirical evidence.
- • Lead initiatives that reduce manual intervention in customer service and sales workflows by embedding intelligent automation into core product experiences.
- • Establish and enforce AI platform standards that ensure consistency, safety, and scalability as the system grows to serve millions of users.
- • Act as a systems thinker who can navigate technical tradeoffs between model performance, infrastructure cost, and user experience in a fast-moving AI environment.
🎯 Requirements
- • 4+ years of experience in management consulting or technical product management at a fast-paced startup
- • Proven interest in and hands-on experience with modern LLM systems
- • Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards
- • A track record of turning complex, strategic AI ideas into scalable, production-grade products
- • Familiarity with SQL and comfort using data to validate hypotheses and answer questions independently
- • Intrinsically motivated technologist who actively builds custom AI workflows and follows LLM release notes
🏖️ 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
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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