[Hiring] Licensed Insurance Sales Agent @Outdoorsy

Outdoorsy; United States; Remote; USD 40,000; Full time

Job summary

An innovative firm is seeking a remote Licensed Insurance Sales Agent to join their dynamic team. In this pivotal role, you will educate customers on RV insurance options, advocate for their needs, and provide top-notch service. You'll connect adventurous individuals with tailored insurance solutions, empowering them to explore with confidence. This is a fantastic opportunity to grow within a rapidly expanding company that values work-life balance and offers competitive compensation, including equity options. If you are passionate about sales and eager to make a difference in the travel insurance landscape, this role is perfect for you.

Benefits

Growth Opportunity

Competitive Compensation

Comprehensive Benefits

Work-Life Balance

RV rental discounts

Qualifications

• Current General Lines Property & Casualty Agent License required.
• Strong commitment to achieving results and exceeding customer expectations.

Responsibilities

• Quote and sell Personal Lines & Commercial insurance over the phone and via email.
• Cross-sell Roamly’s suite of RV protection products.

Skills

Excellent oral and written communication skills

Sales skills

Customer service orientation

Self-starter

Education

Current General Lines Property & Casualty Agent License

Job description

Apr 15, 2025 - Outdoorsy is hiring a remote Licensed Insurance Sales Agent. Salary: $40,000 base, $70,000 ote. Location: USA.

Join the Roamly Team!

Roamly Insurance Group (Roamly), part of Outdoorsy Group, is revolutionizing insurance for travel enthusiasts with unique, embedded offerings that make RVs “rent-ready.” We’re the first insurtech dedicated to unlocking modern insurance options for the adventurous spirit—bringing insurance coverage directly to RV owners and renters in a seamless, digital experience. For more, visit roamly.com.

About the Role

As a Licensed Insurance Sales Agent at Roamly, you’ll be at the heart of our mission, educating our community on RV insurance options and helping them select the right coverage for their needs. You’ll advocate for our customers, shape product decisions, and drive our commitment to top-notch customer service. You’ll be the go-to expert for our adventurous community, connecting them with RV insurance solutions that empower them to hit the road with confidence!

Unfortunately at this time we are unable to hire remote agents in the states of California, Colorado, New York and Washington.

Requirements

Key Responsibilities:

• Quote and sell Personal Lines & Commercial insurance over the phone (inbound/outbound) and via email.
• Cross-sell Roamly’s suite of RV protection products.
• Handle a high volume of calls with a positive, solutions-focused approach.
• Schedule: Flexible hours between 9 AM and 6 PM CST, Monday to Friday, with some weekend availability as needed.

What Makes You a Great Fit:

• Current General Lines Property & Casualty Agent License required–we take care of all renewals.
• Insurance experience preferred but not required—new agents are welcome!
• Excellent oral and written communication skills.
• A self-starter who’s comfortable managing multiple tasks in a dynamic environment.
• Strong commitment to achieving results and exceeding customer expectations.
• A passion for sales with a can-do attitude that thrives in a fast-paced, ever-changing space.

Benefits

Why You’ll Love Working Here:

• Growth Opportunity: Join a company in its early stages and be a part of its success.
• Competitive Compensation: Attractive salary plus equity in one of the industry’s fastest-growing companies.
• Comprehensive Benefits: Health and welfare benefits, 401(k) match, and flexible PTO.
• Work-Life Balance: RV rental discounts and an office culture that believes in balancing work with adventure.

Compensation: All licensed agents will start at a base salary of $40,000 and $70,000 OTE with the ability to increase both base and variable after exceeding quota over a rolling 3 months.

At Roamly, we are committed to fostering a culture of inclusion and equality. We celebrate diversity and are proud to offer equal opportunities for all employees.

Ready to Be a Part of Something New? Apply Now!

The expected compensation range for this position is displayed in accordance with potentially applicable laws. The final agreed-upon compensation is based on a number of factors, including but not limited to: individual education, qualifications, prior work experience, and geographic work location. The total annual compensation package may consist of a base salary and bonus dependent upon position.

It is the policy of Outdoorsy Holdings, Inc. to provide equal employment opportunities without regard to race, color, religion, sex, national origin, age, disability, marital status, veteran status, sexual orientation, genetic information or any other protected characteristic under applicable law. This policy relates to all phases of employment, including, but not limited to, recruiting, employment, placement, promotion, transfer, demotion, reduction of workforce and termination, rates of pay or other forms of compensation.

About the Company

Outdoorsy is the most trusted RV rental and outdoor experiences marketplace on the planet. We have grown from a lofty white-board idea in 2015 to over $1B in total transactions. Outdoorsy’s mission is making memorable outdoor experiences accessible to everyone. We are creating jobs and helping individuals, couples, and families realize financially life-changing freedom. With offices worldwide in the US, Canada, Australia, Europe and the UK, we’re mobilizing the 56+ million idle RVs and campervans around the world to ensure everyone has the access, choice, and opportunity to safely spend more time outside.

We're passionate about our customers, collaborative consumption, community, and entrepreneurship. We’ve been motivated by our values from day one: we always put the customer ahead of ourselves. We like winning. We make long-term progress in the world and repay our gratitude in every community interaction.

Outdoorsy has been recognized on the Forbes list of America’s Best Startup Employers in both 2020 and 2021.