Remote Sales Representative (OTE 75K-100K+)

Sorry, this job was removed at 08:21 p.m. (CST) on Monday, Aug 11, 2025
10 Locations
In-Office or Remote
Artificial Intelligence • Automotive • Machine Learning • Financial Services
The Role

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 Remote Sales Representative who can work weekends and evenings 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: $18.00 - 20.00 plus uncapped commissions (on target annual earnings: $75,000-$100,000)

  • 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

Available schedules:

Schedule 1:

Saturday & Sunday: 8am - 6:30pm ET

Friday & Monday: 10:30am - 9pm ET

Schedule 2:

Monday - Thursday: 10:30am - 9pm

Schedule 3:

Tuesday, Thursday, Friday: 10am - 8:30pm ET

Saturday: 8am - 6:30pm ET

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 [email protected]

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.

Similar Jobs

CrowdStrike Logo CrowdStrike

Engineer III - Product Security, Fed Cloud (Remote)

Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Remote or Hybrid
USA
120K-180K Annually

ActBlue Logo ActBlue

Senior Data Engineer

Fintech • Social Impact • Software
Easy Apply
Remote
USA
174K-211K

ActBlue Logo ActBlue

Senior Product Manager

Fintech • Social Impact • Software
Easy Apply
Remote
USA
142K-164K

Veritone Logo Veritone

Sr. Accounts Receivable Analyst

Artificial Intelligence • Computer Vision • HR Tech • Machine Learning • Software
Remote
United States of America
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: Palo Alto, CA
296 Employees
Year Founded: 2017

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.

Similar Companies Hiring

Compa Thumbnail
Software • Other • HR Tech • Business Intelligence • Artificial Intelligence
Irvine, CA
48 Employees
Scrunch AI Thumbnail
Software • SEO • Marketing Tech • Information Technology • Artificial Intelligence
Salt Lake City, Utah
Amplify Platform Thumbnail
Fintech • Financial Services • Consulting • Cloud • Business Intelligence • Big Data Analytics
Scottsdale, AZ
62 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account