Job Description

Why we exist: 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. In 2025, the cost of owning a car was more than 20% of the average household income, after tax. At Jerry.ai, we are building the first app to manage it all and make car ownership accessible to all. Why we need you: Since we launched our app in 2019, we’ve reached 5 million customers, raised over $240 million in funding, scaled our annual revenue more than 70×, and became profitable in early 2024 – just seven years into our operating history, in spite of challenging macro conditions and in a hyper‑competitive $2 trillion U.S. market. Why you will (or won’t) like working here: Blank canvas: You won’t inherit a brand playbook. You will build it in partnership with our CEO, including defining our personality and voice across all organic surfaces. Hands‑on: This is a senior level role in scope and impact, but you will be an IC with no direct reports on day one. You will personally write the email campaigns, draft the in‑app tooltips, and talk to drivers on Reddit. Car ownership is not “sexy”: Insurance, maintenance, and safety are only topics people think about when they have a bill to pay, a flat tire to change, or when they get into an accident. Anyone can market something inherently exciting, but can you build enthusiasm and trust around a “dry” topic? What you’ll own: We need someone who knows how to talk about a brand in ways that make people feel something and take notice. Phase 1: Your sole focus will be overhauling our existing customer communications, including our CRM, email, SMS, and in‑app copy. You will take our messaging from functional and direct to value‑additive and relationship‑driven. You will work closely with the Product, Design, Growth, and Customer Insights teams to understand how to build trust, engagement, and as a result, drive long‑tail conversion. Phase 2: As our brand and voice begins to take shape, you will start taking bigger creative swings to help us stand out online (e.g., pitching and running a campaign where we give away a $150 K car to the best driver on our DriveShield platform), own the positioning and messaging for new products like GarageGuard, and build a team to manage organic GTM launches and our social media presence (like Reddit) with native channel expertise. Who you are: A copywriting virtuoso: You know that every word matters. You can translate complex, dry, and even stressful topics (car insurance, loans, repairs) into copy that is engaging, human, and accessible. A T‑Shaped marketer: Your deep expertise is in copywriting, audience development and product positioning. Horizontally, you have a great sense of the social media landscape and community dynamics (like Reddit). A first principles thinker: You avoid making assumptions. You know how to take qualitative data and user pain points and turn them into resonant, empathetic marketing copy. Comfortable with discomfort: You’ve weathered fast‑growing startups before and can confidently push back on highly analytical, data‑first teams to champion the unmeasurable value of a great brand experience. Ideal experience: 7+ years of experience in copywriting, audience development, or product marketing with a heavy focus on brand voice, activation, and retention. Experience operating within a B2C growth‑stage startup. A strong portfolio demonstrating both your writing and creative chops. Proven track record of native channel success (e.g., Reddit or another dominant social platform). Bachelor's Degree. While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai. The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job‑related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market‑dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(k) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part‑time, contract, or freelance roles may not be eligible for certain benefits. #J-18808-Ljbffr

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