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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Claims Service Ambassador
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Bilingual Auto Claims Adjuster
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Senior Architect
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Group Implementation Specialist
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Machine Learning Operations Engineer
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Enterprise Architect
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Property Claims Adjuster (Bilingual)
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Employee Listening Manager
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Senior Actuarial Analyst - Research & Development
Senior Actuarial Analyst - Research & Development North York - Toronto, ON (Hybr, CA +13 more… Mar 5, 2026
North York - Toronto, ON (Hybr, CA +13 more… Mar 5, 2026
Catastrophe Risk Specialist
Catastrophe Risk Specialist Calgary, AB (Hybrid), CA +5 more… Mar 4, 2026
Calgary, AB (Hybrid), CA +5 more… Mar 4, 2026
Senior User Experience Designer
Senior User Experience Designer North York - Toronto, ON (Hybr, CA +9 more… Mar 3, 2026
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Claims Appraiser
Claims Appraiser North York - Toronto, ON (Hybr, CA +2 more… Mar 3, 2026
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Training and Communications Coordinator - Underwriting Personal Lines
Training and Communications Coordinator - Underwriting Personal Lines Winnipeg, MB (Hybrid), CA +9 more… Mar 3, 2026
Winnipeg, MB (Hybrid), CA +9 more… Mar 3, 2026
Organizational Design Manager
Organizational Design Manager North York - Toronto, ON (Hybr, CA +9 more… Mar 2, 2026
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Director, Commercial Lines - Liability
Director, Commercial Lines - Liability North York - Toronto, ON (Hybr, CA +9 more… Mar 1, 2026
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Bilingual Claims Service Ambassador
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