WI

Wawanesa Insurance

Verified Job Source

We are one of Canada’s largest mutual insurers, serving our members since 1896

Winnipeg, Manitoba, Mantioba

Insurance
1,001–5,000 people

About

Founded in 1896, we are one of Canada’s largest mutual insurers serving two million+ members through more than 1900 broker partners. Our insurance solutions span auto, home, farm, property, commercial buildings and life offerings for individuals, families, and organizations. We are always looking ahead, innovating with new insurance solutions for changing member and community needs. Employing over 3,600 people in Canada, we are a top-rated financial institution with $10 billion in assets and $4 billion in annual premium revenue. We actively give back to organizations that strengthen communities where we operate, donating well above internationally recognized benchmarks for excellence in corporate philanthropy. Learn more at wawanesa.com See our current career opportunities at wawanesa.com/jobs

Open positions

Claims Service Ambassador (Future Opportunities)

Hybrid · Toronto

The Claims Service Ambassador handles a high volume of inbound calls, including first notice of loss for auto and property claims. They provide support to members throughout the claims process while maintaining accurate documentation and coordinating services with vendors.

Bilingual Claims Technical Specialist

Hybrid · Calgary

The specialist provides advanced technical expertise, coaching, and leadership across auto claims operations to ensure consistency and operational excellence. They act as a bilingual subject matter expert, collaborating with legal, underwriting, and training teams to improve claim outcomes and support complex file resolution.

Spécialiste technique (bilingue), en indemnisations

Hybrid · Calgary

The technical specialist provides advanced expertise, coaching, and technical leadership to automobile claims operations across multiple levels. They ensure consistency in claims processing, support complex files, and collaborate with legal and underwriting teams to improve operational excellence.

Souscripteur sur la route, Assurance agricole

Hybrid · Montréal

The souscripteur is responsible for generating new business opportunities by building and maintaining strong relationships with brokers. They will also underwrite and manage a portfolio of agricultural insurance business while providing expert advice and service to members.

Manager, Actuarial Commercial Auto Pricing

Hybrid · Calgary

The Commercial Auto Pricing Manager leads the pricing team in conducting thorough actuarial analysis and developing pricing strategies for commercial auto products. They are responsible for driving the design of new pricing models, managing regulatory filings, and collaborating with internal stakeholders to achieve financial goals.

Directeur en tarification actuarielle - assurances automobiles commerciales

Hybrid · Calgary

Lead the commercial automobile insurance pricing team to perform comprehensive actuarial analyses and optimize pricing models using advanced technologies. Collaborate with internal and external stakeholders to ensure regulatory compliance and achieve financial objectives for commercial vehicle portfolios.

Supervisor, Claims

Hybrid · Toronto

The Claims Supervisor provides leadership to the claims team to ensure exceptional service and the achievement of business goals. Responsibilities include managing workflows, coaching staff on technical competencies, and overseeing claims processes such as liability determination and settlement negotiations.

Superviseur(e), Équipe nationale CAT (Catastrophes)

Hybrid · Toronto

The supervisor is responsible for leading the development, training, and daily operations of the national catastrophe response team. They ensure optimal response to catastrophic events while maintaining high standards of customer service and operational compliance.

Supervisor, National Catastrophe Response Team

Hybrid · Toronto

The supervisor is responsible for leading the development, training, and daily operations of the National Catastrophe Response Team. They ensure optimal response to catastrophe events while maintaining high standards of customer service and adjuster productivity.

Director, Personal Lines, Business Planning & Performance

Hybrid · Toronto

The Director coordinates business strategy, planning, and performance management across Personal lines while providing trusted advice to the Chief Personal Lines Officer. This role oversees executive reporting, monitors market developments, and drives cross-functional initiatives to ensure enterprise-level alignment.

Manager, Underwriting Enablement - Commercial Lines

Hybrid · Toronto

Lead national initiatives that modernize Commercial Lines underwriting operations, improve efficiency and consistency, and promote adoption of technology, automation, AI, and digital capabilities. Manage a team that develops underwriting tools, learning, coaching, communications, and knowledge resources while partnering with business, technology, and learning stakeholders to implement practical improvements.

Bilingual Desktop Support

Hybrid · Toronto

The technician provides second-level technical support for endpoint devices, including hardware, software, and mobile device troubleshooting. They also perform system maintenance, hardware lifecycle management, and assist with IT equipment moves across the enterprise.

Bilingual Claims Adjusters Multiple Levels - Farm/Commercial

Hybrid · Toronto

The Claims Adjuster is responsible for the fair and equitable adjustment of high-complexity property claims, including interpreting policy coverages and managing files from report to conclusion. They must provide exceptional service to members while coordinating with vendors and maintaining accurate documentation.

Machine Learning Operations Engineer/Senior

Hybrid · Toronto

The engineer is responsible for designing, deploying, and monitoring scalable machine learning and AI solutions while collaborating with cross-functional teams. They will establish MLOps frameworks, manage model lifecycles, and ensure adherence to data governance and security standards.

Property Claims Supervisor - Commercial/Farm + Commercial National Programs

Hybrid · Toronto

The Claims Supervisor leads a team to deliver exceptional claims service by managing workflows, setting priorities, and ensuring adherence to corporate policies. They are responsible for coaching staff, conducting performance reviews, and providing technical guidance on liability, investigations, and settlements.

Manager, Application Delivery

Hybrid · Toronto

This role leads application delivery for Commercial Lines and Claims, overseeing the maintenance and enhancement of systems including AI and Guidewire solutions. The manager is responsible for coaching a multi-layered team and building strong relationships with business stakeholders to align delivery with organizational priorities.