Job Overview
Location
Raleigh, North Carolina
Job Type
Full-time
Category
Product Management
Date Posted
April 15, 2026
Full Job Description
đź“‹ Description
- • Lead the evolution of Jerry.ai's AI-powered customer experience and internal AI platform, owning one of the most strategic areas of the company by leveraging large language models, agents, and internal APIs to deliver best-in-class automated customer support and operations.
- • Drive end-to-end product development for AI-powered experiences and platform, from roadmap to rollout, partnering with engineers and prompt engineers to design AI architectures, prompt strategies, evaluation frameworks, and guardrails while balancing latency, cost, accuracy, and user experience.
- • Serve as the bridge between engineering and the rest of the organization by leading AI best practices, establishing platform standards, and enabling cross-team adoption of AI capabilities.
- • Own and improve key metrics including answer quality, customer satisfaction, automation rate, and escalation quality through data-driven experimentation and systematic optimization.
- • Collaborate directly with OpenAI partners to evaluate emerging AI technologies such as voice models and computer use agents for suitability in a regulated production environment.
- • Jerry.ai is the #1 rated and most downloaded app in its category with a 4.7-star rating and over 5 million users, building the first mobile app to manage all aspects of car ownership through AI-powered automation.
- • The company has raised over $240 million since its 2017 founding and is backed by serial entrepreneurs, operating with a mission to simplify car ownership through innovation in insurance, financing, maintenance, and safety.
- • Join a team of passionate, curious, and egoless problem-solvers dedicated to disrupting a massive market by redefining how people manage one of their most expensive and time-consuming assets.
🎯 Requirements
- • 4+ years of experience in technical product management, management consulting, data analytics, or operations at a fast-paced startup.
- • Passion for AI with intrinsic motivation to experiment with emerging technologies like LLMs, voice models, and computer use agents, including hands-on setup of personal AI workflows.
- • Strong technical fluency in system architecture, API design, and prompt engineering, with ability to translate complex concepts for non-technical stakeholders.
- • Data-driven mindset with comfort using SQL to independently explore data and answer product questions.
- • Proven ability to own metrics and drive continuous improvement through an optimistic, solution-oriented mindset focused on 'how can we' rather than 'if we can.'
🏖️ Benefits
- • Comprehensive benefits package including health, dental, and vision coverage.
- • Paid time off and paid parental leave.
- • 401(K) plan with employer matching.
- • Wellness benefits and equity opportunities as part of total rewards.
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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