
Job Overview
Location
San Francisco Bay Area
Job Type
Full-time
Category
Product Manager
Date Posted
May 21, 2026
Full Job Description
đź“‹ Description
- • Lead end-to-end development of Jerry.ai’s AI-powered platform and customer experiences, from roadmap definition to global rollout, focusing on automating car ownership services using LLMs, agents, and internal APIs.
- • Partner directly with engineering teams to design prompt strategies, evaluation frameworks, and guardrails that balance latency, cost, and accuracy in production AI systems handling >70% of inbound sales and service requests.
- • Serve as the primary technical translator between engineering, product, and cross-functional teams, establishing and evangelizing AI best practices and platform standards across the organization.
- • Drive systematic improvements in answer quality, customer satisfaction, and automation rates through rigorous A/B testing, experimentation, and data-driven iteration.
- • Collaborate with OpenAI partners to evaluate, test, and deploy next-generation voice models and workflow automation capabilities into the Jerry.ai platform.
- • Own the strategic evolution of Jerry.ai’s AI customer experience, moving beyond optimization of isolated flows to redefine how an entire $2T industry interacts with AI-driven automation.
- • Define and refine the technical architecture of agentic AI systems that integrate human-in-the-loop feedback, ensuring scalability, reliability, and regulatory compliance in a production environment.
- • Translate complex AI concepts into clear requirements and roadmaps for non-technical stakeholders, ensuring alignment across product, design, legal, and customer support teams.
- • Maintain deep awareness of emerging LLM capabilities, reading release notes immediately after publication and evaluating their applicability to Jerry.ai’s product roadmap.
- • Build and iterate on data pipelines and metrics frameworks to measure automation success, customer outcomes, and system performance using SQL and internal analytics tools.
- • Navigate technical tradeoffs between model performance, cost efficiency, and user experience while leading by example in implementing AI platform standards.
- • Contribute to the design of scalable, production-grade AI systems that handle real-time customer interactions at scale for over 5 million users.
- • Work within a regulated environment where AI decisions impact financial, legal, and safety-critical car ownership services such as insurance, financing, and maintenance.
- • Champion a culture of continuous improvement by identifying opportunities to reduce manual processes and increase automation rates across the customer journey.
- • Act as the central point of ownership for AI-driven customer experience initiatives, ensuring seamless integration with the ChatGPT App and other third-party platforms.
🎯 Requirements
- • 4+ years of experience in management consulting or technical product management at a fast-paced startup
- • Proven experience with modern LLM systems and working in regulated production environments
- • Demonstrated ability to navigate technical tradeoffs and lead implementation of AI platform standards
- • Track record of turning complex, strategic AI ideas into scalable, production-grade products
- • Proficiency in SQL and experience using data to validate hypotheses and drive product decisions
- • Intrinsically motivated technologist who actively explores new AI model releases and builds custom AI workflows
🏖️ Benefits
- • Health, dental, and vision coverage
- • Paid time off
- • Paid parental leave
- • 401(k) plan with employer matching
- • Wellness benefits
- • Equity grant opportunities
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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