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Regional Manager, Group - Central Region

Date: Nov 23, 2021

Location: Winnipeg, MB, CA, R3C-3P1 Swift Current, SK, CA, S9H-0A9 Regina, SK, CA, S4S-6X3 Saskatoon, SK, CA, S7H-0W5 Wawanesa, MB, CA, R0K-2G0

Company: Wawanesa Insurance


We’re proud to give our employees the flexibility to choose how and where they want to work. In this role, you will decide whether your preference is to work from home, work from the office or a hybrid of time spent at both. You may live and work anywhere that Wawanesa operates in Canada. 

Wawanesa Mutual Insurance is one of the largest property and casualty insurers in Canada with $3 billion in annual revenues and assets of more than $9 billion. Wawanesa Mutual, founded in 1896 with executive offices in Winnipeg, is the parent company of Wawanesa General, which offers property and casualty insurance in California and Oregon, and Wawanesa Life, which distributes life insurance products and services throughout Canada. With over 3,500 employees, Wawanesa proudly serves over two million policyholders in Canada and the United States. Wawanesa actively gives back to organizations that strengthen communities where it operates, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.


Job Overview

As the Regional Manager of Group Insurance for the Manitoba & Saskatchewan (Central) territory, this role will contribute to Wawanesa Life success and plan and execute Annual Business Plan to achieve the Group Operation’s business goals/targets for sales and to achieve necessary persistency and profitability targets for the territory. The role will assume a senior role on Wawanesa Life’s Sales & Distribution Team in the promotion of Wawanesa Life as a provider of group insurance in the marketplace by helping our P&C partners cross sell group benefit products, as well as the traditional Life advisor distribution channel.

Job Responsibilities

  • Develop Annual Business Plan for approval by Manager, National Sales & Marketing.
    • This includes production and retention targets.
  • Manage Territory based on Business Plan and company objectives.
    • Implement Business Plan.
    • Contact, Build and Maintain Plan Advisor relationships as necessary, ensuring Advisor selection meets company standards.
    • Provide feedback on market activity in assigned region new broker relationships as necessary.
  • Support Wawanesa existing P&C relationships in the region by identifying and executing cross-sell opportunities.
  • Collaborate with colleagues in individual life and P&C to identify opportunities.
  • Work directly with advisors and senior brokerage principals.
  • Manage Activities within expense budget allocated.
  • Manage Quoting and Renewal Activity.
    • Receive, evaluate quotation opportunities and approving submission to underwriting for quote process or issue field decline
    • Review, Deliver/forward and follow-up final quotations/renewals issued to Plan Advisors.
    • Assist Plan Advisor in presentation of quote or renewal to client where necessary and possible.
  • Work with Wawanesa Executive Office team where necessary to aid in the development of new product opportunities based on market trends and Plan Advisor feedback.
  • in addition to the sales department, act as the liaison/relationship manager between head office and the region.
  • Perform other duties as assigned.


  • Life insurance license.  Errors & Emissions insurance will be facilitated by Wawanesa Life. 
  • University Degree in Business Administration and/or having obtained CEBS Designation.
  • 5 to 7 years of proven sales and business development experience with emphasis on initiating contact, presenting and closing sales.
  • Group Insurance expertise for small and medium business.
  • Drivers License is required and must have own vehicle available to travel within the Central region.  Includes travel to Wawanesa Executive office in Winnipeg when required.  (Can include overnight travel).
  • Strong presentation skills, virtually and in-person. 
  • Strong computer skills in Microsoft Office products including Word, Excel and PowerPoint.
  • Strong team player with the ability to work cooperatively and constructively with marketing assistants, other regional group managers and all necessary Executive Office Personnel to achieve the Operations service levels and benchmarks/targets.
  • Excellent communication skills (verbal, written and listening) and the ability to communicate with all levels of authority.
  • Effective decision making and problem-solving skills.
  • Commitment to personal development by keeping current with changes in the industry, reading professional publications and maintaining professional network contacts.
  • Knowledgeable with respect to Wawanesa Life Group product offering, group contract, employee booklet, underwriting procedures and practices, and administration practices to perform duties.
  • Ability to manage and measure self.
  • Strong business acumen and the ability to negotiate balanced solutions for the Company and client within areas of authority.


Wawanesa provides its employees with a respectful, challenging and rewarding environment where they can maximize their potential while contributing to the company’s goals. Our full-time permanent employees are provided with highly competitive compensation packages (salaries, generous vacation allowance, leave top up, annual bonus plan, premium free benefits and a pension plan). Wawanesa provides a stable environment for its employees in today’s challenging markets. 

Wawanesa is an equal opportunity employer and is committed to fostering a diverse workforce that is equitable and inclusive for all. Wawanesa provides equal employment opportunity to all employees and applicants without regard to an individual’s protected status: race/ethnicity, colour, religion, creed, sex or gender, sexual orientation, gender identity or expression, family or marital status, pregnancy/childbirth or related conditions, national origin, disability, military or veteran status, or any other protected status. Accommodations are available upon request throughout all aspects of the selection process. Candidates requiring accommodations may contact, in confidence,

If you are interested in this exciting, challenging position with Wawanesa, apply today with your Resume.