Jobs in Winnipeg, United States

Our client is one of Canada’s leading and fastest-growing insurance brokerages, recognized nationally for their advisory excellence, collaborative culture, and strong commitment to employee growth. With a rapidly expanding commercial division, they are seeking a driven Commercial Client Executive to join their team and contribute to the continued success of the organization. This is an exceptional opportunity for an experienced producer who wants to build a strong portfolio, work with mid—large market clients, and benefit from a highly supportive and flexible environment.

• Competitive salary draw with strong commission structure on new and renewal business
• Increased commission boosters tied to revenue milestones
• Equity opportunities for high‑performing advisors
• Comprehensive group benefits package
• Paid industry education, sales training, and professional development
• Flexible vacation policy
• Fully remote work environment for Ontario‑based candidates

• Generate new commercial business through prospecting, networking, referrals, and strategic outreach
• Build and grow a personal portfolio of mid‑to‑large commercial clients
• Conduct discovery meetings, assess client needs, and deliver tailored insurance solutions
• Collaborate with internal underwriting, marketing, and support teams to prepare submissions and place business
• Maintain strong client relationships focused on long‑term retention and growth
• Participate in ongoing performance meetings, sales coaching, and production planning
• Uphold high professional standards, ensuring accuracy, compliance, and exceptional service delivery

• RIBO license required
• Minimum 2 years of commercial insurance sales/production experience (senior candidates strongly encouraged to apply)
• Strong understanding of commercial insurance markets and carrier appetites
• Track record of generating new business and achieving sales targets
• Exceptional communication, negotiation, and relationship‑building skills
• Self‑motivated, organized, and comfortable operating in a results‑driven environment
• Existing book of business is an asset but not mandatory

• Work fully remote while being supported by one of the largest broker networks in the country
• Join a sales‑focused culture with access to mentorship from senior leaders
• Ability to specialize in niche markets or build a diversified portfolio
• No servicing responsibilities, dedicated account managers support your book
• Clear path to career advancement and long‑term financial growth

At Aplin — together with our brands CompuStaff and Impact Recruitment — we connect great people with great organizations across North America. We believe diverse teams build stronger companies, and we welcome applicants from all backgrounds, experiences, and perspectives. We use AI tools to assist in a fair and efficient matching process, helping our recruiters connect the right people with the right opportunities. To be considered, applicants must be legally entitled to work in Canada, including holding any required permits. Our recruitment services are always free for job seekers.