Remote Sales Representative - Fintech

More than 80% of Americans own a car and see it as one of their biggest financial commitments, yet managing one still means paperwork, long phone holds, and app switching. Jerry .ai built the first app to manage it all: insurance shopping, refinancing, safety, and repairs—bringing an unexpected level of warmth and speed to an industry stuck in the past. Since launching in 2019, we’ve grown to over 5M customers.

Every customer comes to us looking for a better, easier way to handle their insurance. As a Remote Sales Representative, your mission is to deliver an exceptional, consultative experience that turns initial interest into long-term customer trust, matching each individual with the ideal coverage from Jerry ’s panel of 55+ carrier partners.
Who You Are:

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A top performer: You have 2+ years of experience in sales, consultative account management, or high-touch service environments.

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A customer champion: You bring genuine empathy, warmth, and active listening skills to every interaction, with a true passion for helping people.

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A natural problem solver: You manage competing priorities effortlessly while maintaining a high standard of service and attention to detail.

How You'll Wow Our Customers:

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Deliver standout customer experiences: Handle inbound calls for auto, home, motorcycle, and specialty insurance with high energy, patience, and genuine care.

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Educate and advocate: Go beyond standard answers to uncover savings or coverage gaps customers didn't know to look for, translating complex policy details into clear, easy-to-understand choices.

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Guide and bind: Craft tailored policy packages across our 55+ carrier partners and finalize coverage with ease.

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Navigate friction thoughtfully: Listen to customer hesitation with empathy, addressing concerns directly to ensure a smooth, transparent purchasing experience.

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Elevate the product: Act as the voice of the customer by sharing direct feedback with our product team to continuously refine our app and service offerings.

Compensation and Perks:

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

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Fully funded licensing: We pay 100% of the cost for your P&C license (expected within 2 weeks after starting).

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Benefits: Medical, dental, vision insurance, and 401(k) match.

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Remote-first: Work from home with all equipment provided, supported by ongoing training and active team mentorship.

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Flexible scheduling: Choice 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

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 condition