Jobs at Jerry

Own early-stage product bets (home, motorcycle, RV, boat, non-insurance features) from concept to scale. Rapidly learn new domains, analyze quantitative and qualitative data, prioritize high-leverage opportunities, build and ship experiments, iterate on customer feedback, and work cross-functionally to find product-market fit.

Lead new consumer product bets (home, motorcycle, boat, RV, property-tax features) from concept to scale. Use quantitative and qualitative insights to prioritize, build, launch, iterate, and find product-market fit. Own roadmap execution and cross-functional coordination in a fast-growing insurtech environment.

Handle inbound calls from prospective customers to sell personal insurance (auto, home, motorcycle, specialty), educate on coverage and pricing, prepare and bind quotes with carrier partners, objection-handle to close policies, and provide high-energy, attentive customer service.

Handle inbound leads for auto, home, motorcycle and specialty insurance; educate customers on coverage and pricing; prepare and bind quotes with carrier partners; objection-handle to close policies; provide high-energy, customer-focused service. Company provides P&C license training and remote work equipment.

Embed with a core business area to define problems, build reports and experiments, analyze data, surface insights, and drive recommendations and execution to improve product, growth, AI, or partnerships.

Lead end-to-end partnerships for new product lines: build pipeline, qualify and close complex deals with insurance carriers and partners, design creative deal structures, ensure post-close partner success, and inform vertical strategy through cross-functional collaboration.

Lead Jerry's editorial strategy and output across owned and external platforms. Build and operate an AI-native brief-to-publish pipeline, ensure SEO and AEO authority, enforce YMYL accuracy and E-E-A-T standards, manage one direct report plus freelancers, and own organic traffic, conversion, and AI citation targets.

Lead development and scaling of Jerry.ai's agentic AI platform and customer experiences. Define roadmap, partner with engineering on prompts, evaluation, guardrails, and integrations (OpenAI/ChatGPT). Drive experiments to improve automation, accuracy, and customer satisfaction while translating technical work across the organization.

Partner with product, marketing, and BD to drive data-driven growth. Design, run, and analyze A/B tests, define acquisition and partnership levers, automate processes, and extract insights from advanced ML models to scale profitable user and partner growth.

Build and grow Jerry's organic presence across Reddit, Quora, YouTube, and TikTok; develop platform-specific community playbooks; grow subreddits; create scalable content and engagement strategies leveraging AI; collaborate with Growth and Content; measure sentiment, share of voice, referral traffic, and LLM citation.

Lead development and scaling of a customer-facing AI agent platform: design prompt strategies, evaluation frameworks, guardrails, and integrations with OpenAI. Partner with engineering to improve automation, answer quality, and customer satisfaction through experimentation and production-grade deployment of LLM-based agents and workflow automation.

Lead end-to-end partnerships for new product lines (home, motorcycle, etc.): build pipeline, structure complex deals, close agreements, and own partner onboarding and long-term success. Inform vertical strategy and collaborate cross-functionally across product, engineering, data science, legal, finance, and exec leadership.

Lead end-to-end development and scaling of a customer-facing AI agents platform using LLMs and internal APIs. Define prompt strategies, evaluation frameworks, guardrails, and experimentation to improve automation rates and customer satisfaction while partnering with engineering and OpenAI.

Partner with cross-functional teams to drive data-driven growth: design and analyze A/B tests, leverage ML models for insights, optimize user acquisition and automate operational processes to scale customer growth and partnerships.

Lead embedded BizOps analytics for a core business area (growth, product, AI, partnerships). Define problems and metrics, pull and analyze data, build reports and experiments, surface insights, make recommendations, and drive decisions and execution end-to-end to improve key business metrics.

Embedded on a core business team, own end-to-end analytics: define problems, build metrics/reports, run analyses and experiments, surface insights, and drive data-informed decisions across growth, product, AI, or partnerships.

Embed with a core business unit to define problems, build reports, run analyses and experiments, surface data-driven insights, and drive outcomes. Influence product, growth, AI, or partnerships stakeholders with clear recommendations and see initiatives through to execution.

Lead unification and evolution of the company's AI platform: consolidate distributed prompts, prioritize chatbot and agent work, own technical roadmap and OpenAI relationship, coordinate cross-functional teams, and keep production systems running while driving long-term architecture and platform decisions.

Own Jerry's organic community across Reddit, Quora, YouTube, and TikTok: build playbooks, grow subreddits, create scalable authentic content (using AI where helpful), coordinate with Growth and Content, and measure sentiment, share of voice, referral traffic, and LLM citation.

Own and evolve Jerry.ai's AI platform: consolidate prompts from multiple locations, prioritize chatbot work, define platform architecture, manage the OpenAI relationship and ChatGPT App presence, evaluate emerging AI tech (voicebot, other applications), and coordinate cross-functional execution while keeping production systems running.