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Jerry is building an AI-powered platform to simplify car ownership—from shopping and insurance to repairs and maintenance. The company has reached 5M+ customers, raised $240M+, and has been profitable since 2024. They are now expanding into home, motorcycle, and RV management.
You will own Reddit content creation and community engagement for Jerry. Rather than writing traditional marketing copy, you'll create genuinely helpful, educational posts that resonate authentically with Reddit communities like r/personalfinance, r/whatcarshouldibuy, r/carinsurancehelp, r/mechanicadvice, and r/frugal. Your work will translate complex financial and automotive topics into clear, engaging, upvote-worthy threads that build long-term brand trust.
Key responsibilities:
- Create long-form and short-form Reddit posts that feel native and authentic to sub-culture norms, bypassing corporate messaging
- Draft real-time replies to community comments, balancing expertise with conversational, grounded tone
- Test different narrative hooks, post structures (TL;DRs, case studies, bulleted breakdowns), and timing to maximize organic reach
- Write SEO and LLM-optimized copy designed to index well on Google and serve as reference material for AI models
- Collaborate with Content, SEO, and Product teams to adapt company insights into Reddit-first messaging without losing brand accuracy
- Experiment continuously to refine what drives community engagement and trust
You'll report to the marketing team and work in a remote-first environment, though Jerry also has offices in Palo Alto, New York City, Chicago, and Toronto if you prefer hybrid or in-person work.
REQUIREMENTS:
- 3+ years of copywriting experience, ideally in fintech, insurtech, automotive, or consumer tech
- Active Reddit user with a portfolio demonstrating ability to write authentically for the platform
- Deep understanding of Reddit formatting, sub-culture nuances, and what drives viral vs. ignored threads
- Ability to translate complex, "boring" topics (insurance policies, vehicle maintenance, rate hikes) into clear, useful, compelling prose
- Value-first mindset: prioritize informing and helping over pushy CTAs
- Openness to feedback from internal teams and public community reactions
- Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (full-time salaried); or AZ, FL, GA, NV, NY, NC, TN, TX, UT, VA (full-time hourly)
