Top Tech Jobs & Startup Jobs

Handle inbound insurance calls, understand customer needs, explain coverage and savings opportunities, build tailored policies across 55+ carriers, address purchasing concerns, bind coverage, and share customer feedback with the product team. The role provides a consultative, empathetic customer experience for auto, home, motorcycle, and specialty insurance products.

Own Jerry’s Reddit presence by developing community strategy, creating educational and culturally relevant content, managing reputation and crisis responses, tracking engagement and referral metrics, and feeding Reddit insights to Product and Content teams. The role requires deep knowledge of Reddit communities, organic social marketing, search optimization, and empathetic public communication.

Create high-value, educational Reddit posts, guides, AMA scripts, replies, and SEO-optimized content about automotive and financial topics. Adapt tone and formatting to different subreddits, translate complex information into accessible prose, test hooks and post structures, engage with communities, and collaborate with Content, SEO, and Product teams. The role requires authentic Reddit fluency, strong storytelling, and a value-first approach to building organic reach and trust.

Own the AI systems layer for high-volume consumer chatbot products. Set the AI roadmap, partner with OpenAI on voice and workflow automation, evaluate emerging technologies, and build production LLM systems. Design evaluation frameworks, guardrails, and automation while balancing latency, cost, accuracy, and reliability in a regulated environment. Collaborate with prompt engineers and subject matter experts to scale chatbot architecture across multiple physical-asset verticals.

Own the AI systems layer for high-volume consumer chatbot products. Define the AI roadmap, partner with OpenAI on voice and workflow automation, evaluate emerging technologies, and build prototypes. Design evaluation frameworks, guardrails, and scalable architectures while balancing latency, cost, accuracy, and reliability in a regulated environment. Develop automations for disputes, communications reduction, and document validation, and collaborate with subject matter experts to translate domain knowledge into dependable AI systems.

Own the architecture and roadmap for high-volume AI systems, including chatbots, agents, voicebots, and workflow automation. Evaluate emerging technologies, partner with OpenAI, establish evaluation frameworks and guardrails, and balance latency, cost, accuracy, and reliability in production. Prototype and deploy automations for document validation, record disputes, and communications while translating subject-matter expertise into dependable AI systems.

Own the AI systems layer for high-volume consumer products. Define the AI roadmap, partner with OpenAI, evaluate emerging voice and computer-use technologies, and build production-grade agent automations. Design evaluations and guardrails while balancing latency, cost, accuracy, and reliability in a regulated environment. Establish chatbot architecture standards, guide prompt engineering, and collaborate with subject matter experts to convert domain knowledge into dependable AI systems.

Lead the roadmap, development, and rollout of Jerry.ai’s AI platform and customer-facing agent experiences. Partner with engineering and OpenAI on prompt strategies, evaluation frameworks, guardrails, voice models, and workflow automation. Translate AI and architecture concepts across the organization, establish platform standards, and improve answer quality, customer satisfaction, and automation through experimentation and data analysis.

Lead the roadmap, development, and rollout of Jerry.ai’s customer-facing Agentic AI platform. Partner with engineering and OpenAI to design prompt strategies, evaluation frameworks, guardrails, voice models, and workflow automation. Translate technical architecture into organizational standards, improve answer quality and automation through experimentation, and balance latency, cost, and accuracy. The role owns the consolidation and advancement of AI capabilities across chatbots, validation, back-office automation, voicebots, computer-use agents, and consumer AI applications.

Lead the roadmap, development, and rollout of Jerry.ai’s AI platform and customer-facing agent experiences. Partner with engineering to establish prompt strategies, evaluation frameworks, guardrails, and platform standards. Improve answer quality, customer satisfaction, and automation through experimentation and data analysis. Collaborate with OpenAI on voice models and workflow automation while translating technical AI concepts across the organization.