Jerry

Sales

• Respond to inbound calls from prospective customers for personal line auto, home, motorcycle, and other specialty insurance policies
• Educate customers on insurance policy details such as coverage and pricing
• Prepare and bind quotes through our carriers
• Effectively problem solve and objection handle to remove barriers from the customer purchasing the policy with Jerry
• Provide attentive, high energy conversation with customers

Sales Agent

Account Executive

• Respond to inbound calls from prospective customers for insurance policies
• Educate customers on insurance policy details such as coverage and pricing
• Prepare and bind quotes through our carriers
• Effectively problem solve and objection handle to facilitate policy purchases

Sales Representative

• Respond to inbound calls from prospective customers for personal line auto, home, motorcycle, and other specialty insurance policies
• Educate customers on insurance policy details such as coverage and pricing
• Prepare and bind quotes through our carriers
• Effectively problem solve and objection handle to remove barriers from the customer purchasing the policy with Jerry
• Provide attentive, high energy conversation with customers that show we are actively engaged in finding a policy that best fits each individual's needs

Insurance Sales Representative, Uncapped Commission

• Answer Inbound Calls: Talk to people who have already started their insurance search in our app.
• Simplify the Process: Help customers compare 55+ different insurance companies to find the one that fits their budget.
• Solve Problems: Listen to a customer’s concerns and find a solution that makes them feel confident in their choice.
• Close the Deal: Help customers finalize their new policy right then and there.

Inbound Sales Agent, Fintech

Inbound Sales Agent – P&C

Insurance

Licensed Insurance Sales Agent

Insurance Sales Agent

Inside Sales Representative

• Respond to inbound calls from prospective customers for personal line auto, home, motorcycle, and other specialty insurance policies
• Educate customers on insurance policy details such as coverage and pricing
• Prepare and bind quotes through our carriers
• Effectively problem solve and objection handle to remove barriers from the customer purchasing the policy with Jerry
• Provide attentive, high energy conversation with customers that show we are actively engaged in finding a policy that best fits each individual's needs.

Inbound Insurance Sales Representative

Product Manager

• In your first few months, your job is to develop a deep, ground-level understanding of how our funnels perform.
• You'll conduct structured product walkthroughs to map user journeys and identify friction points.
• You'll own user feedback monitoring: pulling signals from reviews, support tickets, and research and turning them into actionable insight.
• You'll drive bug triage and resolution with engineering, making sure quality issues are prioritized and closed.
• As you build context, you'll start leading end-to-end delivery of product initiatives starting with well-scoped launches like landing pages and compliance-driven features, then expanding from there.
• You'll also contribute to A/B testing and experiment design, partner with Design and Engineering to ship experiences that balance speed, clarity, and trust, and help translate ambiguous customer problems into clear hypotheses and requirements.

Product Manager II, Growth

Business Operations

• Build and run the partnerships pipeline for Jerry's new product lines, from initial outreach through signed agreement and successful onboarding.
• Lead insurance carrier and partner conversations independently - qualifying partner fit, understanding what each partner needs, structuring the right value proposition for each, and running the process to close.
• Design creative deal structures for partners who won't fit a standard path. If the obvious approach gets a no, you figure out what alternative arrangement unlocks the relationship.
• Own partner success post-close — work with internal teams to make sure new partners ramp, stay engaged, and become long-term relationships rather than one-time transactions.
• Contribute to vertical strategy — your ground-level view of what partners will and won't accept feeds directly into how we sequence and structure new product bets.

Director, Business Operations – New Partnerships

Data Analyst

• Define the right problems: Before any analysis, understand what business question it’s answering and what decision it will inform. Push back if the question is flawed.
• Data and insights: Define metrics, build reports, run analyses, design experiments, and surface data insights that move your team’s key metrics.
• Drive outcomes: Bring recommendations to your counterparts in product, growth, finance or operations, tell them what’s happening and why, and what next steps should be.

Senior Manager, BizOps, Analytics

• Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to 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.

Senior Product Manager, Agentic AI

Engineering Manager

• Come lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a magical experience for our customers.
• Work with partners like OpenAI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities.
• Your scope will cover two layers: keeping the current AI platform running while driving the architectural decisions that determine its future state.
• Define the strategy for migrating prompts from six locations onto a unified platform, sequencing the work, aligning engineering, data, operations, and other teams on the plan, and driving execution.
• Track voicebot and computer use closely enough to know when the technology crosses the threshold for serious investment.

Sales Agent

Sales Representative

Insurance Sales Representative, Uncapped Commission

Inbound Sales Agent, Fintech

Inbound Sales Agent – P&C

Licensed Insurance Sales Agent

Licensed Insurance Sales Agent

Insurance Sales Agent

Inside Sales Representative

Inbound Insurance Sales Representative

Product Manager II, Growth

Director, Business Operations – New Partnerships

Senior Manager, BizOps, Analytics

Senior Product Manager, Agentic AI

Technical Product Manager, AI Engineering – Systems