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Added 27 mins ago
Office Manager
EBC Inc.
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Support important client, partner, executive, and project meetings hosted within the office.
Added 1 hour ago
H
Senior Management Consultant
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Serve as Project or Program Manager on larger projects and programs as needed, though project management is not the sole focus of position
Added 1 hour ago
H
Senior Program Manager
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…delivery of integrated, technically complex, multi-year, multi-project programs with large capital value, multiple stakeholders and high public visibility. Infrastructure may include both…
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…offers undergraduate and graduate degree programs, as well as Executive Education at campuses in London, Toronto, and Hong…
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Winnipeg Insurance Brokers Ltd.

Chief Executive Officer

Winnipeg, MB, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Apr 27, 2027
Posting language: English
Posted: Oct 29, 2026

Original job description

OVERVIEW

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 management. In 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.

KNOWLEDGE, SKILL & ABILITY (KSA) PROFILE

This role requires demonstrated success in key core competency areas including:

Leading Self
Client Service
Delivering Results
Communication
Change
Team Leadership
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 team grow and succeed
Demonstrates contemporary sales and service leadership; clearly articulates responsibility, measures and coaches for progress and results
Builds and nurtures valuable networks inside and outside the organization
Can simultaneously and effectively operate strategically, operationally and tactically
Understands the importance of efficiency to the success of the operation; simplifies complex processes to get the most out of limited resources
Has established financial management, risk management, vendor relations, human resources, marketing, information technology, administration, compliance and facilities management skills
Understands insurance brokerage operations and is knowledgeable in current insurance products, services and the regulatory environment

If doing things differently and doing more is part of who you are, join us on a rewarding journey where your personal aspirations and career goals can align.

If you are interested in applying for this position, please submit your application by Monday, November 9, 2026, at 4:00 pm.

We thank everyone who applies, but only candidates selected for an interview will be contacted.

We are committed to workforce diversity and actively recruit people with diverse backgrounds, experiences, and perspectives reflecting the community in which we live and work. Applicants may request reasonable accommodation related to the materials and activities used throughout the selection process.

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More about this job

Responsibilities

Lead the brokerage’s strategic direction and overall operations, including financial management, sales, service delivery, staffing, marketing, technology, compliance, and facilities. Build external relationships, represent the brokerage in the insurance industry, and identify and secure merger and acquisition opportunities.

Requirements

A bachelor’s degree or diploma requiring three to four years of full-time study, plus a Level 3 Nominee licence, is typically required; Life, Accident and Sickness licensing is an asset. Requires at least 10 years of related experience, including a minimum of five years leading professional staff, or an equivalent combination of education and experience.

Skills

Strategic Planning
Operations Management
Financial Management
Budgeting
Sales Leadership
Business Development
Marketing
Human Resources Management
Team Leadership
Compliance
Risk Management
Vendor Relations
Change Management
Mergers And Acquisitions

Visa sponsorship

Not detected in the job text

Keywords

Insurance Brokerage
Strategic Planning
Annual Operating Plans
Branch Operations
Service Delivery Standards
Sales
Business Development
Marketing Strategies
Budget Management
Financial Reporting
Internal Controls
Regulatory Compliance
Human Resources
Performance Reviews
Information Technology
Cybersecurity
Vendor Relations
Insurance Companies
Manitoba Public Insurance
Facilities Management
Corporate Social Responsibility
Mergers And Acquisitions
Insurance Products
Insurance Industry Trends
Risk Management
Level 3 Nominee Licence
Life, Accident And Sickness Licensing
Client Service
Change Management
Team Leadership

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