
Job Overview
Location
Raleigh, North Carolina
Job Type
Full-time
Category
Product Manager
Date Posted
May 16, 2026
Full Job Description
đź“‹ Description
- • Lead end-to-end development of Jerry.ai’s AI-powered customer experience platform, from roadmap definition to global rollout, focusing on automating car ownership services through LLMs, agents, and internal APIs.
- • Partner 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 technical translator between engineering, product, and cross-functional teams, establishing AI best practices, platform standards, and operational workflows for scalable automation.
- • Drive systematic improvements in answer quality, customer satisfaction, and automation rates through rigorous A/B testing, data analysis, and experimentation with real-time user feedback loops.
- • Collaborate directly with OpenAI to evaluate, test, and deploy next-generation voice models and workflow automation capabilities integrated into the ChatGPT App.
- • Own the strategic evolution of Jerry.ai’s agentic AI platform, defining how human-in-the-loop systems and computer-use agents redefine an entire $2T industry rather than merely optimizing existing flows.
- • Translate complex technical concepts about API design, system architecture, and LLM behavior into clear, actionable insights for non-technical stakeholders across the organization.
- • Build and scale production-grade AI products that operate in a regulated environment, ensuring compliance, reliability, and user trust while maintaining high performance and low error rates.
- • Identify and prioritize technical tradeoffs in model selection, inference costs, and latency requirements to optimize for both user experience and operational efficiency.
- • Leverage SQL and data analytics to independently validate hypotheses, uncover patterns in customer interactions, and quantify the impact of AI improvements on key business metrics.
- • Act as a systems thinker by mapping end-to-end user journeys and identifying friction points where AI agents can replace manual processes across insurance, financing, maintenance, and safety services.
- • Champion an optimistic, solution-oriented culture focused on "how can we" problem-solving, with a bias for action and ownership of high-impact outcomes.
- • Maintain deep curiosity and hands-on engagement with the latest LLM releases, reading model release notes and building custom workflows to stay ahead of technological advancements.
- • Work in a fast-paced startup environment to turn strategic, complex AI ideas into scalable, production-ready products that serve over 5 million customers.
🎯 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 and deployment in regulated production environments
- • Ability to navigate technical tradeoffs in AI systems and lead implementation of platform standards
- • A track record of turning complex, strategic AI-driven ideas into scalable, production-grade products
- • Comfort with SQL and data-driven decision-making to validate hypotheses and measure impact
- • Strong systems thinking skills with experience in API design, architecture, and translating technical concepts for non-technical audiences
🏖️ 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.
Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.
Newsletter
Weekly remote jobs and featured talent.
No spam. Only curated remote roles and product updates. You can unsubscribe anytime.
Similar Opportunities

Hangar Aviation Technologies, Inc.
3 months ago

Efinti Technologies, Inc.
6 months ago

