Independent Contractor Remote Inbound Sales Jobs

Jerry is the #1 rated app for car owners. We help over 5 million people save money on insurance, repairs, and loans—all with an unexpected level of warmth, speed, and simplicity.

We're hiring remote inbound sales agents from premier retail and customer-service backgrounds (Apple Store, Microsoft, Lululemon, Nordstrom, Disney, Costco) who know that world-class experience is built on listening, educating, and making people feel cared for. You've mastered high-touch service on the sales floor; now bring those skills to a fully remote career with huge earning potential and professional growth.

• Consultative, Not Transactional: Zero cold calling or high-pressure tactics. Customers come to us through our app asking for help, and you're there to deliver peace of mind and tailored advice.

• Educate Like a Specialist: Just like guiding someone to the right tech gear or specialized fit, you'll translate complex insurance details into clear, easy-to-understand choices.

• High-Energy Warmth: You know how to multitask in a fast-paced environment while keeping every customer interaction positive, personal, and effortless.

• Welcome Inbound Shoppers: Connect with customers who started their search in our app, creating an immediate sense of trust and active engagement over the phone.

• Simplify the Complex: Uncover policy nuances, hidden discounts, and coverage gaps across 55+ carrier options so customers get the best possible protection for their budget.

• Solve with Empathy: Listen closely to hesitations, resolve concerns with patience, and make purchasing insurance feel refreshingly simple.

• Guide to Completion: Help customers finalize their ideal policy right on the spot, leaving them confident in their coverage.

• The Service Standard: Experience in a high-standard retail, hospitality, or experience-driven environment (Apple, Lululemon, Nordstrom, Disney, etc.).

• Empathetic Communication: A genuinely upbeat attitude, strong active listening skills, and the ability to connect naturally with people.

• Tech-Savvy Multitasking: Comfort navigating internal tools and insurance platforms while maintaining a warm, fluid conversation.

• Hourly wage: $19.00 - $21.00 plus uncapped commissions (*Our most successful team members typically earn $100,000+ per year).

• Fully Funded Licensing: We cover 100% of your P&C licensing training and exam costs in your first two weeks.

• Remote-First: 100% work-from-home with all computer equipment provided.

• Full Benefits: Medical, dental, vision insurance, and 401(k) matching.

• Flexible Schedules: Choose between a 5-day, 8-hour schedule or a 4-day, 10-hour workweek.

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 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.

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.