Jobs at Jerry

Own the end-to-end customer journey for Jerry’s insurance marketplace, including landing pages, signup and purchase funnels, quote shopping, personalization, customer communications, and cross-product integrations. Partner with engineering, design, analytics, marketing, and leadership to identify opportunities, simplify complex insurance experiences, and deliver products that drive sustainable customer growth.

Own the end-to-end customer growth journey, from landing pages and signup funnels through insurance quote shopping and cross-product integration. Lead discovery, define hypotheses, simplify complex insurance experiences, personalize customer journeys, and deliver high-impact products in partnership with Engineering, Design, Analytics, Marketing, and leadership. The role requires strong customer empathy, analytical ability, communication, and ownership in a fast-paced environment.

Own the strategy, architecture, evaluation, and production delivery of Jerry.ai’s AI agents and workflow automation platform. Lead chatbot, voicebot, computer-use agent, document validation, transaction orchestration, and external system automation initiatives. Evaluate emerging AI technologies, make technical investment decisions, partner with OpenAI, and collaborate closely with engineering and prompt engineering teams. The role requires hands-on experience launching LLM systems and managing evaluations, regressions, latency, cost, and failure handling.

Own a new product bet from concept or early launch through product-market fit and scale. Responsibilities include researching customer needs, analyzing quantitative and qualitative data, prioritizing roadmap opportunities, building and shipping products, gathering feedback, iterating, and driving growth across emerging insurance or ownership-related products.

Handle inbound insurance sales calls, understand customer needs, explain coverage options, identify savings and gaps, build tailored policies across 55+ carriers, and finalize coverage purchases. Provide empathetic, consultative service, address objections, maintain attention to detail, and share customer feedback to improve the product. The role includes paid P&C licensing, remote work, training, benefits, and uncapped commissions.

Handle inbound insurance sales calls, understand customer needs, explain coverage and savings opportunities, create tailored policies across multiple carriers, address purchase concerns, and bind coverage. The role also gathers customer feedback to improve Jerry’s app and services. It is fully remote, includes company-funded property and casualty licensing, uncapped commissions, benefits, equipment, training, and flexible scheduling.

Lead the architecture and development of next-generation AI and automation systems for insurance quoting, customer support, document validation, voicebots, and complex external-system workflows. Set technical standards for chatbot platforms, evaluate emerging AI technologies, deploy production solutions, and partner with OpenAI on voice models and workflow automation. The role requires hands-on experience building reliable LLM systems with evaluations, regression management, latency optimization, cost controls, and failure handling.

Lead development of next-generation AI systems for insurance automation, including document validation, voicebots, computer-use agents, and complex workflow orchestration. Set chatbot architecture and technical standards, build and deploy production automations, evaluate emerging AI technologies, and partner with OpenAI on voice models. Own LLM system reliability, including evaluations, regression prevention, latency, cost, and failure handling.

Lead the architecture and development of next-generation AI systems for insurance automation. Set technical standards for chatbot and LLM systems, build document validation and workflow automations, expand stateful voicebots, evaluate emerging AI technologies, and deploy reliable production systems. Own system architecture, model evaluation, latency, cost, regression prevention, and failure handling while partnering with OpenAI on voice models and workflow automation.

Create helpful, entertaining Reddit content about automotive and financial topics, including posts, replies, educational guides, and community discussions. Develop authentic Reddit-native voice, test hooks and formats, optimize content for search and AI citation, and collaborate with Content, SEO, and Product teams. The role requires translating complex insurance, automotive, and financial concepts into clear, engaging writing that builds community trust and organic reach.

Own Jerry.ai’s end-to-end partnerships motion for new product lines, including building the pipeline, leading carrier and partner negotiations, structuring complex deals, closing agreements, onboarding partners, and ensuring long-term partner success. Contribute market insight to vertical strategy and collaborate cross-functionally with product, engineering, data science, legal, finance, and executive leadership.

Own end-to-end partnerships for Jerry.ai’s new product lines, including pipeline development, partner outreach, deal structuring, negotiation, contract closure, onboarding, and long-term partner success. The role requires building a 0-to-1 partnerships model, closing complex multi-stakeholder agreements, engaging senior external leaders, and informing vertical strategy through close collaboration with product, engineering, data science, legal, finance, and executive teams.

Build and grow Jerry’s organic presence across Reddit, Quora, YouTube, and TikTok. Develop channel-specific community playbooks, grow trusted subreddits, create scalable content and engagement strategies, collaborate with Growth and Content teams, and measure sentiment, share of voice, referral traffic, and LLM citations. The role requires authentic platform-native communication, strategic community operations, SEO knowledge, and experience making stressful or complex consumer categories approachable.

Manage and grow the partner ecosystem by nurturing existing relationships, developing strategic business plans, identifying new collaboration opportunities, negotiating mutually beneficial deals, analyzing performance data, resolving operational issues, and coordinating with product, operations, data, and sales teams to deliver partnership growth.

Own Jerry’s end-to-end partnerships motion for new product lines, including pipeline development, partner outreach, complex deal structuring, negotiation, closing, onboarding, and post-close partner success. Shape vertical strategy through partner insights and collaborate cross-functionally with product, engineering, data science, legal, finance, and executives. Build new partnership categories and navigate lengthy, multi-stakeholder enterprise deals.

Own the analytical function for a business unit across growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate insights; make recommendations; and drive decisions through execution. The role requires independently structuring ambiguous problems, using SQL or Python, communicating findings clearly, influencing senior stakeholders, and delivering measurable business impact.

The Business Operations Associate will drive data-informed decisions across growth, product, and business initiatives. Responsibilities include analyzing customer and partner performance, designing and evaluating A/B experiments, identifying profitable acquisition and partnership opportunities, leveraging machine learning models for insights, and automating manual processes to improve operational efficiency. The role partners with marketing, product, and business development teams and communicates findings to stakeholders ranging from frontline employees to executives.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business questions, metrics, reports, analyses, and experiments; generate insights; and drive data-informed decisions with cross-functional stakeholders. The role requires independently structuring ambiguous problems, using SQL or Python, communicating findings clearly, and delivering measurable business impact.

Own end-to-end data science and analytics for a business area such as growth, product, AI and automation, or strategic partnerships. Define business questions and metrics, extract and structure data, conduct analyses and experiments, build reports, communicate insights, and drive data-informed decisions with cross-functional stakeholders. The role requires strong analytical thinking, independent problem ownership, and persuasive communication.

Own end-to-end analytical functions for growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; derive insights; communicate recommendations; and drive decisions and measurable outcomes with cross-functional stakeholders. The role requires independent data work, first-principles problem solving, persuasive communication, and ownership of ambiguous initiatives.