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Commercial Insurance Account Executive

2 hours ago


Winnipeg, Manitoba, Canada Crossroads Insurance Full time

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.

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

T.J. McRedmond

Ph:

Email: 

Inquires will be held in the strictest of confidence.