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About the Role

This role assists with implementing strategies and initiatives to achieve profitability, competitiveness, and efficiency with our Broker Receivable systems, working under minimal supervision.

Responsibilities

Assists with development and execution of team reporting, including creation and analysis of relevant reports, maintenance of reporting dashboards, and participation in larger reporting strategy.
Participates in the completion of monthly/quarterly financial accountability processes, including data preparation, reporting, analysis, and presentation.
Analyzes and resolves complex billing, payment, and reconciliation issues.
Initiates communication with broker partners to ensure diligent handling of identified payment trigger items within Service Level Agreements.
Supports the development and implementation of strategies and initiatives.
Maintains and updates procedure manuals and department process workflows.
Participates in the creation, review, and annual updating of Standard Work documents.
Liaises with internal and external stakeholders as a subject matter expert on departmental initiatives, including technological advancements.
Assists with system changes, testing, implementation, training, and transitional support.
Reports and tracks system incidents and collaborates with stakeholders to find resolutions.
Mentors and develops team members and facilitates knowledge sharing sessions.
Performs broker receivables reconciliations as assigned.
Fosters positive working relationships with internal and external stakeholders.
Performs other duties as assigned.

Requirements

Minimum 5 years of Payment Processing experience or equivalent combination of education and experience.
Working knowledge of basic accounting principles, accounts receivable workflows and procedures.
Advanced proficiency of Microsoft Office Suite, Power BI and Copilot or other AI Assistance software.
Experience with Accounting and Receivables software (or relevant systems).
Strong leadership skills to positively influence team members and provide direction.
Strong analytical, problem-solving, organizational, and decision-making skills.
Excellent written and verbal communication skills.
Ability to work as part of a team as well as independently.
Adaptable to a changing environment, with the ability to champion change while motivating and influencing others.

Skills

Payment Processing
Accounting principles
Accounts receivable workflows
Microsoft Office Suite
Power BI
Copilot or other AI Assistance software
Accounting software
Receivables software
Leadership
Analytical skills
Problem-solving skills
Organizational skills
Decision-making skills
Communication skills
Teamwork
Adaptability
Change management
Guidewire (asset)
PeopleSoft (asset)
Property & Casualty insurance industry (asset)
CIP program enrollment (asset)
Business analyst program enrollment (asset)
Financial analyst program enrollment (asset)

Location

Winnipeg, MB
Wawanesa, MB
Vancouver, BC
Calgary, AB
Edmonton, AB
Toronto (North York), ON
Kitchener, ON
Ottawa, ON
Montreal, QC
Moncton, NB
Dartmouth, NS

Work Type

Hybrid
Full-time
Part-time

Experience Level

Minimum 5 years of Payment Processing experience

Education Level

Completed degree/diploma (asset)

Salary/Compensations

$55,000 - $65,000

Benefits

Annual bonus plan
Leave of absence top-up programs
Generous vacation time
Personal days
Premium free benefits
Pension plan

About the Company

Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets.
Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance.
In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.
Wawanesa proudly serves more than 1.8 million members and is home to more than 3,000 employees across Canada.
The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change.
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.

Equal Opportunity

We are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.
We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas.
We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to jobs@wawanesa.com.
All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.
The recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.