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 using LLMs, agents, and internal APIs.
- • Partner with engineering teams to design prompt strategies, evaluation frameworks, and guardrails that balance latency, cost, and accuracy in AI-driven customer interactions.
- • Serve as the technical translator between engineering and cross-functional teams, establishing AI best practices and platform standards across the organization.
- • Drive systematic improvements in answer quality, customer satisfaction, and automation rates through rigorous experimentation and data-backed decision-making.
- • Work directly with OpenAI partners to evaluate, test, and deploy next-generation voice models and workflow automation capabilities integrated into the ChatGPT App.
- • Own and optimize a system that already automates over 70% of inbound sales and service requests (50k+ chats per month), scaling it to handle increasing user demand and complexity.
- • Define and measure key performance metrics tied to automation efficiency, customer retention, and operational cost reduction, using data to validate hypotheses and guide product direction.
- • Translate complex technical concepts about API design, model behavior, and system architecture into clear, actionable insights for non-technical stakeholders.
- • Build and maintain a culture of continuous improvement by encouraging innovation in AI workflows, monitoring real-time feedback loops, and iterating on human-in-the-loop systems.
- • Collaborate across product, engineering, design, and customer success to ensure AI features align with user needs and business goals in the $2T car ownership market.
- • Establish and enforce platform-wide standards for AI reliability, safety, and scalability, ensuring consistent performance across all customer touchpoints.
- • Proactively identify opportunities to expand automation into new car ownership domains such as insurance, financing, maintenance, and safety services.
- • Maintain deep familiarity with the latest advancements in LLMs, agent-based systems, and conversational AI, applying release notes and research directly to product development.
- • Lead initiatives that reduce manual intervention in customer service while maintaining high satisfaction scores, using data to quantify impact and justify investment.
- • Champion a data-driven culture by independently querying datasets using SQL to answer product questions and validate assumptions without relying on analytics teams.
- • Act as a systems thinker who can navigate technical tradeoffs, prioritize features based on impact and feasibility, and lead by example in implementing AI platform standards.
🎯 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 ideas into scalable, production-grade products
- • Familiarity with SQL and comfort diving into data to answer questions and validate hypotheses
- • Systems thinking skills with the ability to engage in technical conversations about API design and system architecture
🏖️ 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
Product Management
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.
Get more remote jobs like this
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
CO-OP Financial Services
Remote-USA
Full-time
Expires Jul 21, 2026
Go
Remote
Degree Required
12 days ago
