Jobs at Jerry

Handle inbound insurance calls, understand customer needs, explain coverage and savings opportunities, build tailored policies across 55+ carriers, address objections, and finalize coverage. Representatives also provide consultative customer service, share product feedback, and complete a company-funded property and casualty insurance license within two weeks of starting.

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 leadership decisions. The role requires independently structuring data, solving ambiguous problems, communicating findings clearly, and driving recommendations through execution.

Create authentic, educational Reddit content about automotive and financial topics for relevant communities. Write posts, replies, and long-form copy in a native Reddit voice; simplify complex subjects; experiment with hooks, formats, and timing; optimize content for search and AI citations; and collaborate with Content, SEO, and Product teams. The role requires an active Reddit presence, strong storytelling, and at least three years of copywriting experience.

Own the end-to-end analytical function for a business area such as growth, product, AI and automation, or strategic partnerships. Define metrics, build reports, analyze data, design experiments, generate insights, and influence product and business decisions. Partner with stakeholders to clarify ambiguous problems, communicate findings, recommend actions, and drive measurable outcomes.

Own the analytical function for a business unit across growth, product, AI and automation, or strategic partnerships. Define business questions, metrics, reports, experiments, and analyses; generate actionable insights; communicate recommendations to leadership; and drive execution through measurable outcomes. The role requires independent problem-solving, strong analytical skills, persuasive communication, and ownership of ambiguous, high-impact initiatives.

Own a new product bet from early concept or launch through product-market fit and scale. Responsibilities include learning new domains, analyzing quantitative and qualitative customer insights, prioritizing roadmap opportunities, building and shipping products, gathering feedback, iterating, and driving business growth across insurance and asset-ownership products.

Create helpful, entertaining Reddit content about automotive and financial topics. Write native long- and short-form posts, engage with community comments, experiment with formats and timing, optimize content for search and AI citation, and collaborate with Content, SEO, and Product teams. The role requires translating complex subjects into clear, conversational writing that builds trust and organic reach.

Manage Jerry’s Reddit presence across automotive, financial, and consumer communities. Develop subreddit-specific content, educational guides, memes, and engagement strategies; manage reputation and crisis responses; track karma, sentiment, referral traffic, share of voice, SEO, and LLM citations; and relay customer insights to Product and Content teams.