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Commercial Insurance Account Executive

Job in Winnipeg, Manitoba, A3C, Canada
Listing for: Crossroads Insurance
Full Time position
Listed on 2026-02-14
Job specializations:
  • Insurance
    Insurance Sales, Insurance Agent
  • Sales
    Insurance Sales
Salary/Wage Range or Industry Benchmark: 60000 - 80000 CAD Yearly CAD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

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 thinkyou'lllove it here at Crossroads Insurance.

We’relooking for a
Commercial Account Executive
to join our growing team. Ifyou’redriven and experienced in Commercial Lines (with a side of Personal Lines or Life insurance knowledge;that’sa bonus!), andyou’reready 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’rea trusted partner to our clients and a supportive,team-first workplace. We’repassionate about what we do and who we do it with. We believe in blending innovation with heart, andwe’reproud to offer a work environment that’sas 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(minannual), helpful advice, and exceptional servicein 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’tglamorous,butyou’reconfident and great at starting conversations) and are confident in doing so.
  • Collaborating with our experienced marketing team to craft competitive insurancesolutionsand 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, whilemaintainingintegrity at the forefront
  • An entrepreneurial mindset and a passion for helping businesses protect whatthey’vebuilt.
  • 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 withdetailedunderwriting 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’sgot your back when it comes to quoting and placement.
  • Access to a wide range ofmarkets;we can insure just about anything!
  • A collaborative, people-first culture that encourages innovation and celebrates success.
  • Have a book of business? Great!

    Don’thave 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’stalk. Send your resume in confidence to:

T.J. Mc Redmond

Ph:

Inquires will be held in the strictest of confidence.

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