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Remote Insurance Sales Representative

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:

  • Tuesday to Friday 10:30am - 7pm ET

  • Saturday 9:30am - 6pm 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 Insurance Sales Representative, Jerry

Looking for a rewarding career in sales that allows you to work from the comfort of your home? Join Jerry as a Remote Insurance Sales Representative! Based in sunny Miami, Jerry is one of the fastest-growing fintech startups in the U.S., and we’re on a mission to simplify car ownership for everyone. With our innovative AllCar app, launched in 2019, we’ve already attracted over 5 million customers seeking smarter, more efficient ways to manage their car-related needs. In this role, you’ll receive inbound calls from prospective customers eager to find the right insurance policies tailored to their unique requirements. No cold calling here! You’ll communicate with clients about our diverse range of insurance options from over 55 partners, educate them on coverage details, and assist them in making informed decisions. Your high-energy, engaging conversations will make a real difference in our customers' lives as you guide them through the purchasing process. We’re devoted to your success, offering ongoing training, mentorship, and all the equipment you need to get started. Plus, with competitive hourly wages ranging from $18 to $20 plus uncapped commissions, your earnings potential could reach between $75,000 and $100,000 annually. If you’re multitasking savvy with a passion for helping others, then you might just be the perfect fit for the Jerry team!

Frequently Asked Questions (FAQs) for Remote Insurance Sales Representative Role at Jerry
What are the responsibilities of a Remote Insurance Sales Representative at Jerry?

As a Remote Insurance Sales Representative at Jerry, your primary responsibilities 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 engaging in attentive, high-energy conversations to help clients find the right policies that fit their needs. You'll essentially assist clients in navigating their insurance options to ensure they make informed decisions.

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What qualifications are needed for the Remote Insurance Sales Representative role at Jerry?

While specific prior experience in insurance sales isn't mandatory, you should have strong communication and problem-solving skills, the ability to manage multiple tasks, and a passion for helping others. Jerry provides comprehensive training and will even cover the cost of obtaining your Property and Casualty (P&C) license shortly after starting, so a willingness to learn and a strong work ethic are crucial.

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How does the compensation structure work for the Remote Insurance Sales Representative at Jerry?

The compensation for a Remote Insurance Sales Representative at Jerry includes an hourly wage ranging from $18 to $20, along with uncapped commissions. This means your earning potential can significantly increase based on your sales performance, with target annual earnings projected to be between $75,000 and $100,000.

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What does a day in the life of a Remote Insurance Sales Representative at Jerry look like?

A typical day for a Remote Insurance Sales Representative at Jerry involves responding to incoming calls, discussing insurance options with prospective clients, addressing their questions, preparing quotes with coverage details, and ensuring a positive customer experience. You will work from home, with a schedule primarily from Tuesday to Saturday, promoting flexibility while contributing to the service of our thousands of customers.

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What are the benefits of working as a Remote Insurance Sales Representative at Jerry?

Working as a Remote Insurance Sales Representative at Jerry comes with numerous benefits, including flexible remote work, paid training, medical, dental, vision insurance, 401K match, and ongoing mentorship. Additionally, you get the chance to work with an innovative company that is dedicated to improving car ownership through its cutting-edge AllCar app.

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Common Interview Questions for Remote Insurance Sales Representative
How do you handle difficult customers as an Insurance Sales Representative?

When faced with a difficult customer, it's essential to stay calm and attentive. Start by actively listening to their concerns, acknowledging their feelings, and showing empathy. Then, clarify any misunderstandings and offer solutions based on Jerry's insurance policy options that meet their needs. Demonstrating a high level of engagement and commitment to resolving their issues can turn a negative experience into a positive one.

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Can you describe your previous sales experience and how it relates to this role?

In answering this question, outline your previous roles in sales or customer service, emphasizing your ability to meet sales targets, foster customer relationships, and any experience related to the insurance or fintech industry. Share specific examples that highlight your effectiveness in educating clients and closing sales, which are directly relevant to the Remote Insurance Sales Representative position at Jerry.

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What strategies do you use to stay organized in a fast-paced sales environment?

To stay organized in a fast-paced sales environment, I prioritize tasks using tools like digital calendars and reminders. Setting daily and weekly goals helps me manage my time effectively. I also maintain a structured approach to following up with potential leads, ensuring that I don’t miss opportunities for closing sales. Utilizing these strategies allows me to remain focused while managing multiple client interactions.

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

When responding to this question, express your enthusiasm for Jerry's innovative approach to the insurance industry through its AllCar app. Highlight your alignment with the company's mission to simplify car ownership and your passion for helping individuals find the best insurance options. This shows that you have researched the company and believe in its mission, making you a strong candidate.

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Describe an instance where you successfully closed a sale over the phone.

Provide a structured response that details the situation, the approach you took, and the outcome. For example, you might describe how you built rapport with the client, carefully addressed their concerns, clearly presented the product's value proposition, and ultimately secured the sale. Highlighting your communication skills and ability to relate to customers is crucial in this role.

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How do you ensure you stay updated with insurance policy changes?

Staying updated with insurance policy changes is crucial in this role. I actively subscribe to industry news sources, engage in continuous training programs, and participate in webinars. Additionally, I connect with colleagues and industry professionals to discuss updates, which enables me to provide accurate information to prospective clients and enhances my credibility as a Remote Insurance Sales Representative at Jerry.

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What do you believe is the most important trait for a successful sales representative?

The most vital trait for a successful sales representative, especially in the insurance sector, is empathy. Being able to understand the customer's needs and concerns allows you to tailor your approach effectively. This helps build trust and rapport, which are critical for successful sales conversions. Combine empathy with strong communication skills, and you’re sure to thrive in the role at Jerry.

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How do you handle rejection in sales?

Handling rejection is a common aspect of a sales role. It's important to see it as a learning opportunity rather than a setback. I reflect on the interaction to understand what could be improved in my approach, and I keep a positive mindset, reminding myself that every 'no' brings me closer to a 'yes.' This resilience is essential for a Remote Insurance Sales Representative aiming to excel at Jerry.

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How would you explain a complex insurance policy to a customer?

When explaining a complex insurance policy, I use simple language and real-world examples to make the information relatable. I take my time to break down the components of the policy into digestible parts, allowing the customer to ask questions along the way. This approach ensures they understand the coverage and benefits without feeling overwhelmed, which is essential when supporting clients in making informed decisions.

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What makes you the ideal candidate for the Remote Insurance Sales Representative position at Jerry?

To answer this, combine your unique qualifications, skills, and experience that relate to the role. Emphasize your passion for helping customers, your sales acumen, and your adaptability to work in a remote environment. Highlight any relevant experiences that demonstrate why you would thrive in the sales-driven, client-focused culture at Jerry, showcasing enthusiasm for contributing to the team and the company's mission.

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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.

546 jobs
MATCH
VIEW MATCH
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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