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Chief Executive Officer

Job in Winnipeg, Manitoba, A3C, Canada
Listing for: Winnipeg Insurance Brokers Ltd.
Full Time position Listed on 2026-11-15
Job specializations:
Salary/Wage Range or Industry Benchmark: 150000 - 230000 CAD Yearly CAD 150000.00 230000.00 YEAR

Job Description & How to Apply Below

Guided by Winnipeg Insurance Brokers Ltd. mission and values, the Chief Executive Officer (CEO, WIB) leads and directs a multi-branch insurance brokerage. This position maintains overall accountability and responsibility for the strategic direction and all general operations of the brokerage including, financial management, service, sales and business development, vendor relations, human resources, marketing, information technology, project management, administration, compliance and facilities  addition, the CEO, WIB actively works to identify and secure quality merger and acquisition opportunities.
KEY

ACCOUNTABILITIES   Leads the development of the brokerage’s long term strategic and annual operating plans, the development of goals and oversees the execution of initiatives supporting plans
Overall operation and performance of all brokerage branches
Developing, implementing and monitoring service delivery standards for the brokerage
Establishing, implementing and maintaining business development, sales and marketing strategies and management routines that support the achievement of sales objectives and the overall plan
Developing, implementing and managing the brokerage budget including all capital, operating and personnel expenses
Preparing financial and statistical reports detailing overall brokerage performance and growth
Ensuring all compliance and internal control standards are developed, communicated, and followed
Recruiting, developing and leading a team of qualified, professional and capable insurance brokerage employees
Developing, communicating, and adhering to human resource policies, compensation guidelines, and performance review procedures
Developing and consistently promoting the brokerage brand through all marketing efforts
Ensuring the consistent performance of the brokerage’s information technology resources including hardware, software, security and delivery systems
Ensuring back office and other administrative services support the efficient delivery of superior service
Managing all brokerage facilities and the negotiation of related contracts
Developing and managing the relationships and contracts with third-party insurance companies including MPI
Maintaining current and relevant knowledge of insurance industry trends, competitor products and strategies
Developing and maintaining an external network to establish, build and promote positive relations with dealerships, other brokerages, insurance companies and vendors
Integrating the commitment to corporate social responsibility into brokerage business culture
Identifying and securing merger and acquisition opportunities
Representing the brokerage and credit union on insurance industry boards, committees, or working groups
Education and experience  The competencies for the position would typically be acquired through a Bachelor’s degree or diploma requiring three to four years of full time study, plus a Level 3 Nominee licence.

Life, Accident & Sickness licencing is an asset.

Ten or more years of job related experience, with a minimum five years leading a team of professional staff, or an equivalent combination of education and experience is required.
This role requires demonstrated success in key core competency areas including:
Leading Self
Client Service
Delivering Results
Communication
Change
Problem Solving & Decision Making
Organizational Acumen
In addition, the Chief Executive Officer, Winnipeg Insurance Brokers:
Maintains an unwavering focus on the market and client, evolving client needs and exceeding client expectations
Is enthusiastic about and keeps ahead of trends in the insurance industry and understands the implications for Winnipeg Insurance Brokers
Has an eye for talent, is passionate about leadership and seeing people on the…
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