Jerry

Product Manager

• Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to global rollout.
• Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.
• Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.
• Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.
• Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation.

Product Owner, Agentic AI

Artificial Intelligence

Manager, AI Agents and Platform

People Operations

• Own the day-to-day and strategic execution of payroll, benefits, HR compliance, employment taxes, HR systems, immigration coordination, and global workforce operations (including EOR management).
• Manage a distributed People Operations support team responsible for daily execution and employee support workflows.
• Set priorities, ensure operational rigor, and raise the bar on accuracy, documentation, and service delivery as the company scales.
• Partner closely with our HRBP lead who focuses on employee relations, performance management, talent density, and leadership support while ensuring systems and operations behind employee experience are consistent, compliant, and scalable.
• Oversee end-to-end payroll processing, tax withholding, and year-end reporting (W-2s).
• Lead open enrollment and manage the full suite of health and retirement programs, vendor performance, and broker relations.
• Own the compliance calendar (federal, state, local) and lead audits for payroll and documentation.

Senior People Operations Manager

Community Manager

• Build and grow Jerry's organic presence across key channels like Reddit, Quora, YouTube, and TikTok
• Develop Jerry's playbook for community engagement: when to post, when to reply, when to stay silent
• Grow Jerry’s subreddits into active, trusted communities
• Build a content and engagement strategy that scales without losing authenticity
• Measure sentiment, share of voice, referral traffic, and LLM citation

Business Operations

• Partner with marketing, product, and business development teams to integrate customer performance insights into user and partner acquisition strategies
• Lead the design, execution, and analysis of A/B experiments on new and existing features, extracting key insights to inform product and business strategies
• Define, understand, and test levers to drive profitable and scalable user acquisition and partnership growth
• Identify opportunities to automate manual processes and optimize operational efficiency

Associate, Business Operations

Associate – Business Operations

Product Designer

• Lead design for key products across Jerry’s core offerings — insurance, safety, repairs, and beyond.
• Ship 0→1 features that modernize car care for everyday drivers.
• Partner with research, product, and data to identify opportunities and turn insights into impactful design.
• Create elegant, frictionless experiences that drive measurable gains in engagement and retention.
• Build and evolve Jerry’s design system to ensure consistency, scalability, and visual excellence.
• Thoughtfully apply AI to make our experience faster, clearer, and more personal.
• Raise the bar for UX and visual design in the form of clarity, speed, and craft.

Staff Product Designer

• Partner with PMs and engineers to define user problems, simplify data-heavy experiences, and design solutions that drive measurable outcomes.
• Create user flows, low- and high-fidelity wireframes, prototypes, and final UI for features across Jerry’s core products.
• Lead UX explorations for complex problems — structuring workflows that make car ownership and management feel simple and intuitive.
• Leverage research, analytics, and experimentation to inform design decisions and validate your approach.
• Collaborate with other designers to evolve our design system and raise our craft bar across mobile and web.
• Thoughtfully apply AI to improve clarity, personalization, and automation in the experience.

Senior Product Designer

• Lead end-to-end development for our AI platform
• Partner with engineers to design prompt strategies
• Serve as the technical translator between engineering and the organization
• Drive systematic improvement in answer quality and automation rates
• Work with partners at OpenAI to evaluate next generation models

Senior Product Manager – AI Agents and Platform

Social Media Manager

• Build and grow Jerry's organic presence across key channels
• Develop a content and engagement strategy
• Measure sentiment, share of voice, and referral traffic
• Collaborate with Growth and Content teams

Social Media Manager – Community

Senior Associate, Business Operations

• Build and grow Jerry's organic presence across key channels like Reddit, Quora, YouTube, and TikTok
• Develop Jerry's playbook for how to show up in each community
• Grow Jerry’s subreddits into active, trusted communities
• Build a content and engagement strategy that scales without losing authenticity