Jobs at Jerry

Handle inbound insurance calls, understand customer needs, explain coverage and savings opportunities, build tailored policies across 55+ carrier partners, and finalize coverage purchases. Address objections empathetically, provide a transparent consultative experience, and share customer feedback with the product team. The role includes fully funded P&C licensing, remote work, training, benefits, and uncapped commissions.

Handle inbound calls from customers shopping for or managing insurance policies. Recommend suitable coverage, identify discounts and coverage gaps, process service requests, solve customer problems, and provide product guidance across auto, home, motorcycle, and other insurance products. Team members also share customer feedback to improve Jerry.ai’s evolving app and services.

Lead the architecture and development of next-generation AI systems for insurance automation. Build production automations for document validation, record disputes, voice interactions, and external system navigation. Set technical standards for chatbot systems, evaluate emerging AI technologies, partner with OpenAI on voice and workflow solutions, and ensure LLM systems handle evaluation, regressions, latency, cost, and failure scenarios effectively.

Lead the architecture and production deployment of next-generation AI and automation systems for insurance quoting and customer support. Build document validation, voicebot, workflow automation, and external-system navigation capabilities. Set technical standards for chatbot systems, evaluate emerging AI technologies, partner with OpenAI, and ensure reliable LLM operations through evaluations, regression management, latency optimization, cost control, and failure handling.

Build and lead next-generation AI systems for automated insurance quoting, customer support, document validation, voice interactions, and external system navigation. Set technical direction for chatbot architecture, evaluate emerging AI technologies, and deploy production LLM systems. Own automation outcomes end to end, including evaluation, regression prevention, latency, cost, and failure handling, while partnering with OpenAI on voice models and workflow automation.

Create educational, entertaining Reddit content about automotive and financial topics. Write authentic short- and long-form posts, community replies, SEO-optimized content, and AI-reference material. Experiment with hooks, formatting, case studies, and timing to increase organic reach and trust. Collaborate with Content, SEO, and Product teams while translating complex insurance, automotive, and consumer-finance information into clear, engaging prose.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate actionable insights; and influence product, growth, finance, and operations decisions. The role requires independent data work, strong analytical and communication skills, first-principles problem solving, and ownership of ambiguous initiatives through measurable business impact.

Own end-to-end data science for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate actionable insights; communicate recommendations; and influence product, growth, finance, and operations leaders to drive measurable outcomes.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate insights; communicate recommendations; and drive decisions and measurable outcomes. The role requires independent data work, first-principles thinking, stakeholder influence, and end-to-end ownership of ambiguous problems.

Own end-to-end partnerships for Jerry’s new product lines, including pipeline development, partner outreach, complex deal structuring, negotiation, closing, onboarding, and long-term partner success. The role also contributes to vertical strategy and requires cross-functional collaboration with product, engineering, data science, legal, finance, and executive leadership. Candidates should have experience closing complex multi-stakeholder deals, building partnerships from zero to one, and engaging senior stakeholders.

Own end-to-end data science for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate actionable insights; communicate recommendations; and drive measurable outcomes with cross-functional stakeholders. The role requires independent analytical work, strong problem-solving, persuasive communication, and ownership of ambiguous initiatives.

Own the end-to-end partnerships motion for Jerry’s new product lines, including pipeline development, partner outreach, complex deal structuring, negotiations, onboarding, and post-close success. The role requires building new partnership categories, engaging senior stakeholders, collaborating cross-functionally, and shaping vertical strategy through partner insights. Candidates need 5+ years in business development, partnerships, or strategy consulting, experience closing complex deals, and a track record of building partnerships or functions from zero.

Own the analytical function for a business unit across growth, product, AI and automation, or strategic partnerships. Define business questions and metrics, build reports, conduct analyses and experiments, surface insights, and drive decisions with cross-functional stakeholders. The role requires independent data work, first-principles problem solving, persuasive communication, and end-to-end ownership of ambiguous, high-impact initiatives.

Own end-to-end data science for growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; generate actionable insights; and influence product, growth, finance, and operations decisions. The role requires independently structuring data, solving ambiguous problems, communicating findings persuasively, and driving measurable business outcomes.

Build and grow Jerry’s organic presence across Reddit, Quora, YouTube, and TikTok. Develop channel-specific community engagement 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 citation. The role requires authentic platform-native communication and experience making complex or stressful consumer categories engaging.

Own Jerry.ai’s end-to-end partnerships motion for new product lines, including pipeline development, partner outreach, complex deal structuring, negotiations, onboarding, and post-close partner success. Build 0-to-1 partnership categories, engage senior stakeholders, shape vertical strategy, and collaborate cross-functionally with product, engineering, data science, legal, finance, and executive leadership.

Drive data-informed decisions across carrier growth, product launches, user acquisition, and partnerships. Partner with marketing, product, and business development teams; design and analyze A/B experiments; identify scalable growth levers; conduct complex analyses using machine learning models; and automate manual processes to improve operational efficiency.

Manage and grow the partner ecosystem by strengthening existing relationships, securing new collaborations, developing partner business plans, optimizing KPIs through data analysis, negotiating deals, and resolving operational issues. The role partners with product, operations, data, and sales teams to execute strategies that drive scalable growth and reports to the VP of Partnerships.

Own the analytical function for a business unit spanning growth, product, AI and automation, or strategic partnerships. Define business questions, metrics, reports, analyses, and experiments; generate actionable insights; and drive recommendations and decisions with cross-functional stakeholders. The role requires independently structuring data, solving ambiguous problems, communicating findings clearly, and delivering measurable business impact.

Own the analytical function for a core business area such as growth, product, AI and automation, or strategic partnerships. Define business problems, metrics, reports, analyses, and experiments; surface insights; make recommendations; and drive decisions and execution with cross-functional stakeholders. The role requires strong first-principles thinking, independent data work, persuasive communication, and ownership of ambiguous, high-impact initiatives.