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

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

Schedule:

  • Sunday and Saturday 8am - 6:30pm ET

  • Monday and Wednesday 10:30am - 9pm ET

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

Jerry 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 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@getjerry.com

About Jerry:

Jerry is America’s first and only AllCar™ app. We are redefining and radically improving how people manage owning a car, one of their most expensive and time-consuming assets. 

Backed by artificial intelligence and machine learning, Jerry 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 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 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.

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Average salary estimate

$87500 / YEARLY (est.)
min
max
$75000K
$100000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Remote Sales Representative (OTE 75K-100K+), Jerry

Are you looking for an exciting opportunity to work with one of the fastest-growing fintech startups in the U.S.? Join Jerry as a Remote Sales Representative, where you can help car owners save time and money on their insurance needs! Since our launch in 2019, we’ve attracted over 5 million customers with our mobile app, making it the #1 rated AllCar app in the App Store. In this role, you’ll support prospective customers as they navigate through our extensive offerings from 55+ insurance carrier partners. This position is fully remote and requires weekend and evening availability, giving you the flexibility to work from anywhere while engaging directly with clients who have come to us. Forget about outbound calls; our customers reach out to us first! Your responsibilities will include responding to inbound inquiries, educating customers about their insurance options, preparing quotes, and addressing any concerns. A passion for helping others and being able to multitask is crucial in this dynamic role. Plus, we’ll provide all necessary equipment and training to ensure you succeed. The compensation is highly competitive, with base pay ranging from $18 to $20 per hour, further enhanced by uncapped commissions, leading to potential earnings of $75,000 to $100,000 annually. If this sounds like the perfect fit for you, we can’t wait to see your application and have you join our mission to redefine car ownership!

Frequently Asked Questions (FAQs) for Remote Sales Representative (OTE 75K-100K+) Role at Jerry
What are the main responsibilities of a Remote Sales Representative at Jerry?

As a Remote Sales Representative at Jerry, your main responsibilities will include responding to inbound calls from prospective customers, educating them about personal line auto and home insurance policies, preparing and binding quotes through our insurance carriers, and providing excellent customer service by engaging positively with customers to identify the best policies for their needs.

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What qualifications and skills are required for the Remote Sales Representative position at Jerry?

To be successful as a Remote Sales Representative at Jerry, candidates should possess strong multitasking abilities, excellent communication skills, and a genuine passion for helping others. Although prior experience in sales or insurance is beneficial, we offer thorough training and mentorship, making this role suitable for motivated individuals eager to grow in the fintech industry.

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Is the Remote Sales Representative position at Jerry fully remote?

Yes, the Remote Sales Representative position at Jerry is fully remote! We provide all the necessary work equipment, allowing you to work comfortably and effectively from home or wherever you choose, offering a great work-life balance.

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What is the pay structure for a Remote Sales Representative at Jerry?

In the Remote Sales Representative role at Jerry, you can expect an hourly wage of $18.00 to $20.00, plus uncapped commissions. This means that your total earnings could range significantly, with on-target annual earnings potentially lying between $75,000 and $100,000 based on your performance.

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What are the working hours for the Remote Sales Representative role at Jerry?

The working hours for the Remote Sales Representative role at Jerry are scheduled for weekends and evenings. Specifically, you will work on Sundays and Saturdays from 8 AM to 6:30 PM ET, as well as Mondays and Wednesdays from 10:30 AM to 9 PM ET, allowing you to accommodate a work-life balance while fulfilling customer needs.

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Common Interview Questions for Remote Sales Representative (OTE 75K-100K+)
How do you manage multiple priorities as a Remote Sales Representative?

When managing multiple priorities as a Remote Sales Representative, it’s important to stay organized. Make use of task management tools, prioritize your daily responsibilities, and set clear goals for each customer interaction. Practice efficient time management to ensure that you can respond to incoming inquiries promptly while keeping track of long-term goals.

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Can you describe a time when you had to handle a customer objection?

In addressing customer objections, it's effective to first listen actively to the concerns and empathize with their situation. Then, provide clear information and potential solutions. For example, if a customer hesitates due to price, discuss available coverage options and highlight the value of the service at Jerry, showcasing benefits that align with their needs.

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Why do you want to work as a Remote Sales Representative at Jerry?

I am drawn to the Remote Sales Representative role at Jerry because I am passionate about helping others find the right car insurance solutions. I admire Jerry's innovative approach in the fintech space and its commitment to excellent customer service, and I believe my background in sales aligns perfectly with the company's vision.

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How do you keep up with changes in insurance policies and regulations?

To stay informed about changes in insurance policies and regulations, I regularly follow industry news, subscribe to relevant newsletters, and engage in professional networks where such information is shared. This allows me to provide accurate and up-to-date information to customers regarding their insurance options.

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What strategies would you use to educate customers about insurance policies effectively?

To educate customers effectively about insurance policies, I would simplify complex terms into easy-to-understand language, use relatable examples, and actively check for understanding by encouraging questions. Personalizing the conversation based on their specific needs enhances engagement and retention of information.

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How do you ensure you meet your sales targets?

Meeting sales targets requires a strategic approach. I plan my daily activities with specific goals, track my interactions with customers, and continuously analyze my performance metrics. I also seek feedback from peers and supervisors, allowing me to adjust my strategies and techniques whenever necessary.

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What role does teamwork play in your sales process?

Teamwork is crucial in the sales process as collaboration can lead to improved strategies and shared insights. By working with my colleagues to discuss best practices or addressing complex customer inquiries, we can collectively enhance the customer experience and drive better sales outcomes.

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How would you adapt your communication style for different types of customers?

To adapt my communication style for different customers, I assess their tone, level of engagement, and familiarity with technical terms. For example, with a first-time insurance buyer, I would use more straightforward language and take extra time to explain details, while more experienced customers might appreciate a more technical discussion.

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What tools or technologies do you find beneficial for remote sales?

In remote sales, tools like Customer Relationship Management (CRM) software help track interactions and manage leads effectively. Additionally, communication platforms for video calls and messaging facilitate real-time engagement with customers, while analytics tools provide insights into performance and areas for improvement.

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Can you explain how you would handle a difficult customer interaction?

Handling a difficult customer interaction involves remaining calm and empathetic. I would listen actively, acknowledge the customer's concerns, and take time to understand their frustration. Following this, I would work to provide a solution or escalate the issue to ensure their concerns are addressed, demonstrating that their satisfaction is my priority.

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Inclusive & Diverse
Rise from Within
Mission Driven
Diversity of Opinions
Work/Life Harmony
Transparent & Candid
Growth & Learning
Fast-Paced
Collaboration over Competition
Take Risks
Friends Outside of Work
Passion for Exploration
Customer-Centric
Reward & Recognition
Feedback Forward
Rapid Growth
Medical Insurance
Paid Time-Off
Maternity Leave
Mental Health Resources
Equity
Paternity Leave
Fully Distributed
Flex-Friendly
Some Meals Provided
Snacks
Social Gatherings
Pet Friendly
Company Retreats
Dental Insurance
Life insurance
Health Savings Account (HSA)

Jerry is redefining car ownership with its innovative AI-powered AllCar™ app, offering comprehensive solutions for insurance, financing, maintenance, and safety, driven by a team passionate about enhancing the driving experience.

433 jobs
MATCH
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BADGES
Badge ChangemakerBadge Flexible CultureBadge Work&Life Balance
CULTURE VALUES
Social Impact Driven
Empathetic
Collaboration over Competition
Growth & Learning
Transparent & Candid
Customer-Centric
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
April 8, 2025

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