Insurance Sales Agent - Remote (Greater Toronto Area)

About Roamly
Roamly Insurance Group (Roamly), a proud member of the Outdoorsy Group, is revolutionizing insurance for travel enthusiasts. As the first full-stack insurtech for the RV community, we offer modern, digital insurance solutions that make RVs 'rent ready,' allowing owners to rent with confidence. Our embedded products help marketplaces offer a seamless insurance experience with options like rental, trip, travel, and pet insurance. Roamly is on a mission to bring innovation and ease to the insurance space for both individuals and businesses. For more about what we do, visit https://ca.roamly.com/. 

Why Join Us?
If you’re passionate about helping people explore the world with peace of mind, and you love sales, this role is for you! As an Insurance Sales Broker, you'll be the go-to expert for our adventurous community, helping them protect their RVs and more. Plus, you’ll have a direct hand in shaping the future of Roamly’s products by advocating for our customers and providing valuable feedback to our product team.

This is an exciting opportunity to work remotely (while we open our Toronto location) as part of a fast-growing company that values innovation, teamwork, and a passion for travel. While the role is remote for now, you must be located in the Greater Toronto Area, as we transition to an office setting in the future.

Requirements

What You’ll Be Doing:

• Empower our customers by guiding them through the insurance process, offering quotes, and helping them select the best coverage for their needs.
• Expand your influence by cross-selling additional Property & Casualty (P&C) insurance products.
• Thrive in a fast-paced environment by handling a high volume of inbound and outbound calls, ensuring our customers have the support they need.

• Be available for success with a schedule from 9 am to 6 pm EST, Monday to Friday, and occasionally a weekend day.

Why You’ll Love This Role:

• You’ll be part of a close-knit, passionate team that’s dedicated to transforming the insurance experience for RV owners.
• You’ll have a direct impact on product development by sharing customer insights with our internal teams.
• You'll have the flexibility to work remotely while still being part of a dynamic, innovative, and fun company that’s growing fast.
• You’ll enjoy personal and professional growth with opportunities to develop your career as we expand.

What You Bring:

• Insurance broker license: Level 1 required (Level 2 preferable) to sell Property & Casualty lines.
• Strong communication skills – both written and verbal – are key to success in this role.
• You’re a go-getter who thrives in a dynamic, fast-paced environment and isn’t afraid to think outside the box.
• Dependability and commitment are crucial – we count on you to deliver excellence every day.

Benefits

Perks 

• Help shape the future of Roamly as part of a small, innovative team.
• Competitive salary with potential for growth.
• Ownership through equity in one of the fastest-growing companies in the world.
• Flexible paid time off to recharge.

Compensation: $56,000 – $112,500 (fixed + variable), with additional earning potential based on performance. The final package will reflect your experience, skills, and location to ensure competitive compensation.

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,