Digital Transformation & Innovation

The Wawanesa Digital Transformation and Exploration team explores the art of the possible on a mission to transform and optimize business performance. We do this through teams in three functional areas: Digital Strategy and Innovation (which we call Exploration), Digital Transformation, and Operational Excellence (OpEx). 

The Digital Strategy and Exploration team works directly in-and-on innovation that creates value for Wawanesa, our customers and brokers. They research far reaching trends and technologies to build strategy, and help solve complex business problems using a systematic approach that translates high-level ideas into executable plans and prototypes.

The Digital Transformation team partners with internal stakeholders to deliver value throughout the lifecycle of our ecosystem of digital products. They emphasize data-driven decision-making, change management, and business acumen to challenge the status quo and continuously improve the digital experience for our customers, employees, and brokers.  

The Operational Excellence team serves as a center of excellence for all Wawanesa companies (Mutual, Life and General) enabling the organization to maximize value for our customers, optimize business processes through evidence based problem-solving, harness new ideas from the front-line experience and drive a culture of continuous improvement.

Together, we aspire to use digital services to uplift the Wawanesa experience in a way that clearly demonstrates we are here for our employees, brokers, and policyholders when and where they need us.

The following are some of the jobs in Digital Transformation and Innovation: 

  • Digital Transformation Specialist
  • Manager, Operations Excellence
  • Lead Process Analyst
  • Exploration Practice Lead
  • Digital Transformation Training & Communications Specialist

Research & Innovation

The Wawanesa Digital Transformation and Exploration team explores the art of the possible on a mission to transform and optimize business performance. We do this through teams in three functional areas: Digital Strategy and Innovation (which we call Exploration), Digital Transformation, and Operational Excellence (OpEx). 

The Digital Strategy and Exploration team works directly in-and-on innovation that creates value for Wawanesa, our customers and brokers. They research far reaching trends and technologies to build strategy, and help solve complex business problems using a systematic approach that translates high-level ideas into executable plans and prototypes.

The Digital Transformation team partners with internal stakeholders to deliver value throughout the lifecycle of our ecosystem of digital products. They emphasize data-driven decision-making, change management, and business acumen to challenge the status quo and continuously improve the digital experience for our customers, employees, and brokers.  

The Operational Excellence team serves as a center of excellence for all Wawanesa companies (Mutual, Life and General) enabling the organization to maximize value for our customers, optimize business processes through evidence based problem-solving, harness new ideas from the front-line experience and drive a culture of continuous improvement.

Together, we aspire to use digital services to uplift the Wawanesa experience in a way that clearly demonstrates we are here for our employees, brokers, and policyholders when and where they need us.

The following are some of the jobs in Digital Transformation and Innovation: 

  • Digital Transformation Specialist
  • Manager, Operations Excellence
  • Lead Process Analyst
  • Exploration Practice Lead
  • Digital Transformation Training & Communications Specialist
Title Location Date
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Manager, Actuarial Commercial Auto Pricing
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Bilingual Claims Technical Specialist
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Senior Organizational Change Management Specialist
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Supervisor, Claims
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Manager, Underwriting Enablement - Commercial Lines
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Bilingual Desktop Support
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Claims Adjuster 1 - Auto Physical Damage
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Senior Field Claims Appraiser - Agricultural Equipment
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Wawanesa, MB, CA, R0K-2G0 Sep 30, 2026
Manager, Application Delivery
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Machine Learning Operations Engineer/Senior
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Property Claims Supervisor - Commercial/Farm & Commercial National Programs
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Claims Adjuster 2 - Commercial Property & Farm
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Web Application Penetration Tester
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Winnipeg, MB (Hybrid), CA +10 more… Sep 28, 2026
Product Owner-Commercial Lines
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North York - Toronto, ON (Hybr, CA +10 more… Sep 28, 2026
Senior Underwriting Training Specialist - Commercial Lines
Senior Underwriting Training Specialist - Commercial Lines North York - Toronto, ON (Hybr, CA +13 more… Sep 27, 2026
North York - Toronto, ON (Hybr, CA +13 more… Sep 27, 2026
Director, Direct Venture Pricing
Director, Direct Venture Pricing North York - Toronto, ON (Hybr, CA +9 more… Sep 26, 2026
North York - Toronto, ON (Hybr, CA +9 more… Sep 26, 2026
Senior Risk Services Consultant, Commercial & Farm
Senior Risk Services Consultant, Commercial & Farm Montreal, Quebec, CA, H4P-2J4 Sep 26, 2026
Montreal, Quebec, CA, H4P-2J4 Sep 26, 2026
Senior Total Rewards Specialist
Senior Total Rewards Specialist North York - Toronto, ON (Hybr, CA +9 more… Sep 25, 2026
North York - Toronto, ON (Hybr, CA +9 more… Sep 25, 2026
Bilingual Claims Service Ambassador (Future Opportunities)
Bilingual Claims Service Ambassador (Future Opportunities) Montreal, QC (Hybrid), CA +9 more… Sep 25, 2026
Montreal, QC (Hybrid), CA +9 more… Sep 25, 2026
Senior Brand Marketing Specialist
Senior Brand Marketing Specialist North York - Toronto, ON (Hybr, CA Sep 25, 2026
North York - Toronto, ON (Hybr, CA Sep 25, 2026
Manager, Operations Excellence-Term
Manager, Operations Excellence-Term Winnipeg, MB (Hybrid), CA +1 more… Sep 24, 2026
Winnipeg, MB (Hybrid), CA +1 more… Sep 24, 2026
Bilingual Claims Adjusters Multiple Levels - Farm/Commercial
Bilingual Claims Adjusters Multiple Levels - Farm/Commercial Winnipeg, MB (Hybrid), CA +12 more… Sep 24, 2026
Winnipeg, MB (Hybrid), CA +12 more… Sep 24, 2026
Director, Total Rewards
Director, Total Rewards North York - Toronto, ON (Hybr, CA +8 more… Sep 23, 2026
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