Top Tech Jobs & Startup Jobs

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.