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Added 9 mins ago
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Added 24 mins ago
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Wawanesa Insurance

Receivables Operations Specialist

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

Apply by: Oct 2, 2026
Experience: Minimum 5 years of Payment Processing experience or equivalent combination of education and experience.
Working hours: 15 hours per week
Posting language: English
Posted: Sep 23, 2026

Apply About employer

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Original job description

Job ID: 10358

Employment Type: Existing Role

Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Winnipeg, MB; Wawanesa, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Toronto (North York), ON; Kitchener, ON; Ottawa, ON; Montreal, QC; Moncton, NB; Dartmouth; NS.

Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is English.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan.

The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $55,000 - $65,000. Candidates with salary expectations outside of the range are still encouraged to apply.

About The Wawanesa Mutual Insurance 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 we are 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. Learn more at wawanesa.com.

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

Working under minimal supervision, this role contributes to Wawanesa’s success by assisting with implementing strategies and initiatives to achieve profitability, competitiveness, and efficiency with our Broker Receivable systems.

Job Responsibilities

Assists with development and execution of team reporting including the creation and analysis of relevant reports as assigned, extending to the maintenance of reporting dashboards and participation in larger reporting strategy.
Participates in the completion of monthly/quarterly financial accountability process in conjunction with relevant lines of business, including but not limited to data preparation and reporting, analysis, and presentation of data.
Analyzes and resolves complex, billing, payment, and reconciliation related issues.
Initiates communications 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 to ensure up to date information is captured.
Participates in the creation, review, and annual updating of Standard Work documents to ensure they are available upon audit request.
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; collaborate with stakeholders to seek resolutions to problems.
Mentors and develop team members and facilitate sessions for the sharing of knowledge and best practices Performs broker receivables reconciliations as assigned.
Fosters positive working relationships with internal and external stakeholders.
Performs other duties as assigned.

Qualifications

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.
Experience with Guidewire and PeopleSoft is an asset.
Experience in the Property & Casualty insurance industry is an asset.
Actively enrolled in the CIP program or willingness to enroll is an asset.
Active enrollment in business analyst, financial analyst or equivalent program and/or courses or completed degree/diploma an asset.

Diversity Equity, Inclusion & Belonging

At Wawanesa, 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.

Please note that 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.

Apply About employer

More about this job

Responsibilities

Develop and analyze reports, support monthly and quarterly financial accountability processes, and resolve complex billing, payment, and reconciliation issues. Coordinate with brokers and other stakeholders, maintain procedures and standard work, support system changes and incident resolution, and mentor team members.

Requirements

Requires at least five years of payment processing experience or an equivalent combination of education and experience, along with working knowledge of accounting principles and accounts receivable workflows. Candidates should have advanced proficiency with Microsoft Office, Power BI, and AI assistance software, plus strong analytical, communication, organizational, and leadership skills; Guidewire, PeopleSoft, insurance industry experience, and relevant studies are assets.

Skills

Payment Processing
Accounts Receivable
Accounting Principles
Financial Reporting
Data Analysis
Microsoft Office Suite
Power BI
AI Assistance Software
Accounting And Receivables Software
Problem-Solving
Leadership
Communication
Change Management
Guidewire
PeopleSoft

Benefits

Annual Bonus Plan
Leave Of Absence Top-Up Programs
Vacation Time
Personal Days
Premium-Free Benefits
Pension Plan

Visa sponsorship

Not detected in the job text

Keywords

Payment Processing
Broker Receivables
Accounts Receivable
Accounting Principles
Billing
Payments
Reconciliation
Financial Accountability
Financial Reporting
Reporting Dashboards
Data Preparation
Data Analysis
Microsoft Office Suite
Power BI
AI Assistance Software
Guidewire
PeopleSoft
Standard Work
Procedure Manuals
System Testing
System Implementation
Incident Tracking
Service Level Agreements
Property And Casualty Insurance
CIP Program
Change Management

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