Jerry makes insurance stress-free | Licensed insurance broker | 100+ top insurers, incl GEICO, Progressive, Allstate | Rated 4.7 in app store, 5+ million users. Backed by Y Combinator.
About the role
More than 80% of Americans own a car and see it as a fundamental necessity, yet the experience of owning one is stuck in the 90s. Every part of the user journey (shopping for a car, insurance, repairs, etc.) is complicated, fragmented, and time-consuming, and the costs are staggering. At Jerry, we are building the first app to manage it all and make car ownership simple, transparent, and affordable.
What they're looking for
- A Reddit-First Writer: You are an active Reddit user with a deep library of work showing you can write for the platform. You understand post formatting, sub-culture nuances, and what makes a thread go viral versus what gets ignored
- 3+ Years of Copywriting Experience: Proven track record writing short- and long-form copy, ideally within fintech, insurtech, automotive, or consumer tech
- Translator of Complexity: You can take "boring," confusing, or frustrating topics (insurance policies, rate hikes, vehicle maintenance) and make them clear, useful, and compelling to read
- Obsessed with Value: You write to inform and help first, knowing that transparent, high-value writing builds more long-term brand equity than pushy calls-to-action
- Feedback-Resilient: You welcome raw feedback from both internal teams and public comments, using community reactions to refine and improve your writing style
- While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted
More about this role
More than 80% of Americans own a car and see it as a fundamental necessity, yet the experience of owning one is stuck in the 90s. Every part of the user journey (shopping for a car, insurance, repairs, etc.) is complicated, fragmented, and time-consuming, and the costs are staggering. At Jerry, we are building the first app to manage it all and make car ownership simple, transparent, and affordable.
Redditors can smell a corporate ad from a mile away and will downvote low-effort marketing into oblivion. But when someone breaks down how car insurance premiums are actually calculated, or writes a step-by-step guide on negotiating a used car purchase, r/personalfinance and r/whatcarshouldibuy pay attention.
We need a Reddit Copywriter/Comedian who lives and breathes textual storytelling. You won't be writing marketing copy—you’ll be writing high-value, educational, human text posts that turn complex financial and automotive topics into top-voted Reddit threads. You know how to capture sub-culture tone, write hooky titles, and turn technical jargon into clear, engageable prose.
Reddit Content Creation: Create genuinely helpful and entertaining content for relevant subreddits such as...
Browse similar: AI jobs · AI startup jobs · Startup jobs · Remote jobs