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. At Jerry, we are building the first app to manage it all and make car ownership simple, transparent, and affordable.
Why we need you: Car owners don't turn to press releases or corporate ads when their engine light comes on or their insurance rate hikes—they turn to Reddit. Subreddits like r/personalfinance, r/idiotsincars, r/mechanicadvice, and r/whatcarshouldibuy are ground zero for real, unfiltered advice about car ownership.
We aren't looking to spam threads with marketing pitch decks. We need a dedicated Reddit Social Media Manager who understands sub-culture, respects community guidelines, and knows how to build genuine authority. You will lead Jerry’s presence across Reddit, turning complex auto financial topics into high-value, upvote-worthy engagement.
What you'll own:
Reddit Operations & Strategy: Own Jerry’s official presence across Reddit, including brand-owned subreddits and organic engagement in broader automotive, financial, and consumer communities.
Community Playbook: Establish Jerry’s Reddit voice—knowing precisely when to offer technical advice, when to drop a well-timed meme, and when to lurk without interrupting the discussion.
Content Creation: Craft high-effort, informative text posts, deep-dive guides, and visual breakdowns on car ownership, insurance savings, and maintenance tactics tailored to specific subreddit cultures.
Reputation & Crisis Management: Act as the first line of defense in threads discussing Jerry, turning frustrated posts into trust-building service moments through transparent, helpful responses.
Analytics & Insight: Track key metrics including Karma growth, thread sentiment, share of voice, referral traffic, and how Reddit community discussions influence search indexability and LLM citations.
Cross-Functional Feedback: Feed organic Reddit insights, emerging car-owner pain points, and trending topics back to our Product and Content teams.
Who you are:
A Reddit Native: You have a deep understanding of karma, subreddit dynamics, automods, shadowbans, and the unspoken rules of the platform. You possess a visceral dislike of corporate-speak and know how to write naturally for Redditors.
Experienced Community Marketer: 2+ years managing organic social or community strategy, with a heavy emphasis on Reddit, ideally within consumer tech, fintech, or insurtech, or a demonstrated track record of growing other types of social accounts
Value-First Strategist: You understand that long-term trust and high-upvote educational posts build far more brand equity than quick conversion pushes.
Technical & Search-Aware: You understand how Reddit content feeds into Google SGE, LLMs, and organic SEO, structuring posts so they rank as permanent resources for car owners.
Thick-Skinned & Empathetic: You can handle pushback, skepticism, and tough questions in public threads with grace, humor, and complete honesty.
While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted.
Please note: Jerry.ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada, and full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA. Unfortunately, we cannot accept applications from candidates residing elsewhere at this time.
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 [email protected]
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.
About Jerry.ai
Your car and your home are your most expensive assets. And for most people, these aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey — buying, insuring, maintaining, repairing, selling — is fragmented, complicated, and expensive.
Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price, lock in the best insurance rate without you lifting a finger, remind you before that service appointment turns into an expensive repair or, worse, an accident, and help you sell at the best price when the time is right. That friend is Jerry.
Jerry is building the first AI agent to manage all your physical assets. We started with car insurance in 2019, became one of the top 3 brokers in the U.S., then added driving insights, diagnostics, and a repair marketplace.
We've reached 5M+ customers, raised $240M+, and have been profitable since 2024. We're now expanding into home, motorcycle, RV, and beyond.
We’re fully remote with offices in Palo Alto, New York, Chicago, and Toronto.
Skills Required
- 2+ years managing organic social media or community strategy, with significant Reddit experience
- Demonstrated track record of growing social media or community accounts
- Deep understanding of Reddit karma, subreddit dynamics, automoderation, shadowbans, and community norms
- Ability to create informative text posts, guides, and visual content tailored to subreddit cultures
- Understanding of SEO, Google SGE, LLMs, and how Reddit content supports search visibility and citations
- Experience in consumer technology, fintech, or insurtech
What We Do
At Jerry, we’re building a car ownership super app that puts comparison shopping, financing, driving, maintenance and parking solutions at your fingertips and savings in your wallet. We believe drivers deserve better. Why can’t shopping for insurance, financing and maintaining your vehicle be a click, a swipe or a text away? It should be. We’re making that happen. Our custom artificial intelligence, machine learning and bots allow us to provide the best, personalized service for all car ownership needs. The Jerry team’s focus on customer experience results in exceptional transaction speed. With our first product, Jerry redesigned and disrupted the century-old car insurance process, turning stacks of pages and hours of calls into a handful of clicks. That’s why we’re the only car insurance marketplace that gives you the best, customized quotes from more than 55 name-brand insurance carriers in 45 seconds. Jerry helps drivers shop for the best price, compare against current coverage, purchase without a single phone call (unless you want one!) and maintain the best policy for your needs. Led by serial entrepreneurs, tech elite alumni, and fintech, insurtech and auto experts, Jerry attracts people driven to create a customer experience that makes people happy by saving them money and time. And it’s working. Jerry is the #1 rated and most downloaded app in the category. With headquarters in the heart of Silicon Valley, offices in Toronto and Buffalo, and remote team members in four countries, Jerry has removed physical location from recruiting restraints to capture top talent. Join us. Awards: -One of only 50 U.S. startups to be named a LinkedIn Top Startup 2021. -Featured as one of 150 fastest-growing companies to accelerate your career by Otta in 2021. -Included in Forbes and Statista America’s Best Startup Employers 2022. -Ranked on Y-Combinator Top Companies List 2022. -Art Agrawal Named on of The Top 25 InsurTech CEOs 2022.
