Insurance Jobs 2026 (Now Hiring) – Smart Auto Apply

About the Opportunity:

Come join one of the fastest-growing fintech startups in the U.S! At Jerry, we’re on a mission to help car owners save time and money on one of their most expensive and high maintenance assets. Since launching our mobile app in 2019, we have amassed over 5M customers, and expanded beyond insurance shopping to refinancing, safety and repairs to become the #1 rated AllCar app in the App Store.

We are looking for a RemoteSales Representative to join our growing team! This role is 100% remote, we provide all work equipment needed. In this role, you will be responsible for helping prospective customers understand and choose the right insurance policies for them from one of Jerry's 55+ insurance carrier partners. All of our customers come to us directly from our mobile or web app, so no outbound calls needed. If you are looking for an opportunity to make a measurable difference in the lives of millions, we'd love to hear from you!

Who you are:

• You can multitask and manage multiple competing priorities

• You are passionate about helping others

How you will make an impact:

• Respond to inbound calls from prospective customers for personal line auto and home insurance policies

• Educate customers on insurance policy details such as coverage and pricing

• Prepare and bind quotes through our carriers

• Effectively problem solve and objection handle to remove barriers from the customer purchasing the policy with Jerry

• Provide attentive, high energy conversation with customers that show we are actively engaged in finding a policy that best fits each individual's needs

Compensation and perks:

• Hourly wage: $19.00 - 21.00 plus uncapped commissions (on target annual earnings: $100,000-$150,000+)

• We will pay for your P&C license (expected within 2 weeks after starting)

• Medical, dental, vision insurance, 401K match

• Ability to work remotely (we provide work equipment)

• Ongoing training and mentorship from our leadership team

• An outstanding portfolio of insurance carriers and products - we work with over 55 carriers to ensure we can offer our customers the best options for them

This role includes flexible scheduling options, with the choice between a 5-day, 8-hour schedule or a 4-day, 10-hour workweek.

While we appreciate your interest and application, only applicants under consideration will be contacted.

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

Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. 

Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all.

We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. 

Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing.

Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.