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.

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.

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.

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.

T.J. McRedmond

Ph: 204-953-4010

Email via Isarta

Inquires will be held in the strictest of confidence.


Additional Information

Winnipeg, MB, Canada

Send my application

Apply with your profile

Apply without profile

Apply WITHOUT creating nor using a profile

Stand out in 1 minute with a personalized video for the employer. An account is required to use this option.

By clicking Send, you confirm that you have read and accepted the Terms of Use and Privacy Policy.

Click and wait until the confirmation page. You will also receive a copy.

More job offers