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Customer Service Agent; Remote, Tech Startup

Remote / Online - Candidates ideally in
Naperville, DuPage County, Illinois, 60540, USA
Listing for: Jerry.ai
Full Time, Part Time, Remote/Work from Home position
Listed on 2026-10-27
Job specializations:
  • Customer Service/HelpDesk
    Customer Service Rep
Salary/Wage Range or Industry Benchmark: 19 - 21 USD Hourly USD 19.00 21.00 HOUR
Job Description & How to Apply Below
Position: Customer Service Agent (Remote, Tech Startup)

This job is what Jerry is all about: helping our customers take care of their most important assets, their car and home, with the kind of warmth and speed they didn't expect from an insurance company.

Car and home are people’s most important assets, yet the experience of owning them is stuck in the 90s. Jerry.ai is building the first app to help people manage it all. The work is fast-paced, high-energy, team-oriented, and fully remote. Opportunities to shape the customer experience as the product and services are constantly evolving.

Competitive wage and benefits (medical, dental, vision insurance, 401K match, paid vacation time).

Stock equity (stock options) - we're a tech startup, and you own a piece of what you're building.

Flexible scheduling: a 5-day, 8-hour or a 4-day, 10-hour work week.

Fully remote, with work equipment provided.

A career path in one of the largest industries in the world - insurance. We pay for your P&C insurance license if you don’t have one yet.

Jerry is full of people who take their work seriously and take helping each other just as seriously.

As a member in the Customer Operations team, some of your responsibilities could include:

  • Taking great care of our customers. Our team members don't just answer the question asked - they catch the thing the customer didn't know to ask about. With a large panel of insurance companies to work from, knowing which one fits which customer is the craft of this job. Our app evolves constantly too, and knowing it inside out makes you the person customers trust to navigate it.
  • Problem solving to resolve customer inquiries effectively.
  • Processing service requests - vehicles, drivers, lienholders, policy documents.
  • The feedback loop here is short enough that you'll see your suggestions ship.
  • Prior work experience in customer service, sales, or hospitality is a plus, but not required
  • Hourly wage of $19.00 - 21.00 + equity (stock options)

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.

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.

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 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.

Jerry is building the first AI-powered advisor to manage all your physical assets.

Your car, home, and motorcycle aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car…

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