Job Description / Duties

What You’ll Be Doing:

Building strong, lasting relationships with commercial clients (because trust is everything).

Supporting your clients with regular account reviews (min annual), helpful advice, and exceptional service in all situations.

Identifying opportunities to cross-sell, up-sell, and uncover hidden needs

Guiding clients through the claims process with care and professionalism.

Developing and pursuing new business (yes, we know “cold-calling” isn’t glamorous, but you’re confident and great at starting conversations) and are confident in doing so.

Collaborating with our experienced marketing team to craft competitive insurance solutions and updating underwriting information as required.

Continuously expanding your knowledge of the industry, clients, and products.

Qualifications / Required Skills

What You Bring to the Table:

At least 3 years of experience in commercial insurance.

Min. Level 2 General Insurance License (Life & A&S license is a nice-to-have).

Superior sales and customer service skills with a desire to build relationships, while maintaining integrity at the forefront

An entrepreneurial mindset and a passion for helping businesses protect what they’ve built.

A knack for building trust and finding solutions.

Top-notch communication and organization skills.

Strong attention to detail and sound work ethic

A self-starter attitude with a willingness to develop new business.

Comfort with detailed underwriting info and supporting our marketing team when needed.

Additional Information

Why You'll Love Working Here:

A flexible hybrid work environment that supports your lifestyle.

A competitive compensation structure, with a strong commission arrangement.

Sponsored licensing and continuing education, we invest in your growth.

Company-matching RRSP plan (your future self will thank you).

Comprehensive group benefits to keep you feeling your best.

An experienced marketing department that’s got your back when it comes to quoting and placement.

Access to a wide range of markets; we can insure just about anything!

A collaborative, people-first culture that encourages innovation and celebrates success.

Have a book of business? Great! Don’t have one yet? No problem. We’re flexible and will tailor a compensation model that works for you.

Contact Information

Ready to take your insurance career to the next level? Let’s talk. Send your resume in confidence to:

T.J. McRedmond

Ph: 204-953-4010

Email: tjmcredmond@crossroadsinsurance.ca

Inquires will be held in the strictest of confidence.

Employer Profile

Commercial Account Executive
Grow with a team that feels like home.

Are you a relationship-builder who thrives on making a difference for your clients? Do you love the idea of working with a down-to-earth team that blends professionalism with personality? If so, we think you'll love it here at Crossroads Insurance.

We’re looking for a Commercial Account Executive to join our growing team. If you’re driven and experienced in Commercial Lines (with a side of Personal Lines or Life insurance knowledge; that’s a bonus!), and you’re ready to work somewhere that values relationships just as much as results, keep reading.

For over 50 years, Crossroads has been more than a brokerage. We’re a trusted partner to our clients and a supportive, team-first workplace. We’re passionate about what we do and who we do it with. We believe in blending innovation with heart, and we’re proud to offer a work environment that’s as rewarding as it is welcoming.