Job role insights

  • Date posted

    March 13, 2026

  • Closing date

    June 11, 2026

  • Hiring location

    Winnipeg, Monitoba, Canada

  • Offered salary

    CAD50,000 - CAD65,000/year

  • Career level

    Middle

  • Qualification

    CEBS (Certified Employee Benefit Specialist) BGA (Benefit & Group Advisor)

  • Experience

    3 - 5 Years

  • Gender

    Any / All

Description

About Wawanesa

Wawanesa Mutual Insurance Company, founded in 1896, is one of Canada’s largest mutual insurers with over $3.5 billion in annual revenue and $10 billion in assets. The company serves more than 1.7 million members nationwide, employing over 3,300 staff across Canada.

  • Hybrid Work Environment: Employees can balance in-office work (2 days/week or 15 hours/week) with remote work.

  • Recognized as one of Manitoba’s Top Employers.

  • Charitable contributions exceed $3.5 million annually, supporting local communities and climate initiatives.

Role Overview

Under general supervision, the Group Implementation Specialist supports small to mid-size new business implementations, acting as a liaison between the Head Office and contributing parties. This role ensures the accuracy and completeness of required documents and information throughout the onboarding process.

Key Responsibilities

  • Manage end-to-end process for small to mid-size Group Implementations and Third Party Administrator implementations with standard package setup.

  • Serve as first point of contact for Group Implementations from Sales teams; ensure accuracy and completeness of onboarding packages.

  • Audit completed implementations, including system setup and initial client billings.

  • Proactively manage changes, risks, and issues during implementation.

  • Maintain strong internal and external relationships to ensure project delivery expectations are met.

  • Communicate updates regularly to stakeholders through meetings, status updates, and reports.

  • Lead Plan Administrator onboarding sessions on Wawanesa systems.

  • Perform additional duties as assigned.

Qualifications

  • Completion of post-secondary education in a related field or equivalent combination of education and experience.

  • BGA or CEBS designation (completed or in progress) is an asset.

  • Minimum 5 years of Group Insurance experience, including implementation and direct communication with internal and external business partners.

  • Strong attention to detail with the ability to set quality standards and identify relevant information.

  • Excellent written and verbal communication and negotiation skills.

  • Ability to adapt quickly to changing environments and customer priorities.

  • Proven experience delivering new Group Implementations while collaborating with multiple teams.

  • Strong time management, organizational, problem-solving, and decision-making skills.

  • Client-centric approach with ability to assess long-term impacts.

  • Proficiency with Microsoft Office Suite (Word and Excel).

  • Bilingualism in French and English is an asset.

Salary & Benefits

  • Salary range: $50,000 – $65,000 CAD/year, with additional benefits including annual bonus plan, leave-of-absence top-ups, vacation, personal days, premium-free benefits, and pension plan.

  • Hybrid work flexibility across Kitchener, ON and Winnipeg, MB offices.

Diversity, Equity, Inclusion & Belonging

Wawanesa is committed to DEIB and encourages applications from diverse candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, 2SLGBTQIA+ community members, gender-diverse and neurodiverse individuals.

Application Notes

  • AI tools may be used in the screening process, but all final decisions are reviewed by human recruiters.

Interested in this job?

86 days left to apply

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