Copywriter at Wiraa

Job Description

Jerry is revolutionizing car ownership by creating the first AI-powered advisor that manages all physical assets, including cars, homes, motorcycles, and more. Founded in 2019, Jerry started with car insurance and quickly became one of the top three brokers in the U.S., serving over 5 million customers. With over $240 million raised and profitability achieved in 2024, Jerry is expanding its offerings to deliver a seamless, transparent, and affordable experience throughout the entire car ownership journey. Our culture is defined by a small, dedicated team of competitive but kind individuals who act like owners, prioritize quality and impact, and relentlessly pursue mastery in their craft. Recognized by Y Combinator, Forbes, and Statista for innovation and workplace excellence, Jerry supports remote work while maintaining offices in Palo Alto, New York City, Chicago, and Toronto.

About The Role

We are seeking a Reddit Copywriter who is passionate about textual storytelling and adept at creating high-value, educational content that resonates with Reddit communities. This role is not about traditional marketing copy; instead, it focuses on crafting authentic, informative, and engaging posts that simplify complex financial and automotive topics. You will create content for relevant subreddits such as r/carinsurancehelp, r/mechanicadvice, r/idiotsincars, and r/frugal, as well as Jerry’s own subreddits. The ideal candidate is an active Reddit user with a proven ability to write native, upvote-worthy posts and replies that foster community trust and maximize organic reach. This full-time position requires residency in specified U.S. states or Ontario, Canada.

Qualifications

Active Reddit user with a strong portfolio of Reddit-specific writing
3+ years of copywriting experience, preferably in fintech, insurtech, automotive, or consumer tech
Exceptional ability to translate complex topics such as insurance policies, rate hikes, and vehicle maintenance into clear, useful, and compelling content
Strong storytelling skills with a focus on educational and value-driven writing
Experience crafting both long-form and short-form copy in a conversational, authentic tone
Proficient in SEO and large language model (LLM) optimization for content discoverability
Ability to respond to community comments with high-context, helpful, and engaging replies
Resilient to feedback and able to adapt writing style based on community and internal input
Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (for salaried positions); hourly employees must reside in specified states

Responsibilities

Create genuinely helpful and entertaining Reddit content tailored for relevant subreddits and Jerry’s own communities
Craft long-form and short-form copy that avoids corporate jargon and resonates authentically with Reddit audiences
Engage with Reddit community members by drafting timely, high-context replies to comments and inquiries
Experiment with different narrative hooks, post formats (e.g., TL;DRs, bulleted lists, case studies), and posting schedules to optimize reach and engagement
Write comprehensive, search-optimized Reddit copy designed to rank well on Google and serve as reliable references for AI models
Collaborate closely with Content, SEO, and Product teams to ensure Reddit-first messaging aligns with broader company goals and brand voice
Continuously refine content strategy based on community feedback and performance metrics

Benefits

Competitive base salary with potential equity grants
Comprehensive health, dental, and vision insurance coverage
Paid time off and paid parental leave
401(k) retirement plan with employer matching
Wellness benefits and supportive work environment
Opportunities for professional growth within a fast-growing, innovative company
Remote work flexibility with optional office locations in Palo Alto, New York City, Chicago, and Toronto

Equal Opportunity

Jerry is an equal opportunity employer committed to fostering a diverse and inclusive workplace. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity or expression, age, veteran status, disability, genetic information, or any other characteristic protected by applicable local, state, or federal laws. We are dedicated to providing reasonable accommodations for individuals with disabilities throughout the hiring process. If you require assistance or accommodation, please contact us directly.

Desired Skills and Experience
Marketing

Benefits found in job post

Vision insurance
Medical insurance
Dental insurance
401(k)