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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Web Application Penetration Tester
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Product Owner-Commercial Lines
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Senior Underwriting Training Specialist - Commercial Lines
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Learning & Talent Coordinator
Learning & Talent Coordinator Hybrid - Canada, CA +2 more… Sep 22, 2026
Hybrid - Canada, CA +2 more… Sep 22, 2026
Actuarial Expert - Pricing Modeling
Actuarial Expert - Pricing Modeling Montreal, QC (Hybrid), CA +12 more… Sep 21, 2026
Montreal, QC (Hybrid), CA +12 more… Sep 21, 2026
Solution Analyst II/Senior
Solution Analyst II/Senior Winnipeg, MB (Hybrid), CA +9 more… Sep 21, 2026
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Manager, Underwriting Operations - Commercial Small Business
Manager, Underwriting Operations - Commercial Small Business Calgary, AB (Hybrid), CA +4 more… Sep 21, 2026
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Actuarial Analyst to Senior Actuarial Consultant - Commercial Pricing (All Levels) Montreal, QC (Hybrid), CA +14 more… Sep 20, 2026
Senior Field Underwriter, Commercial Mid-Market, Ontario
Senior Field Underwriter, Commercial Mid-Market, Ontario North York - Toronto, ON (Hybr, CA Sep 20, 2026
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Senior Architect - Salesforce
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Salesforce Lead Developer
Salesforce Lead Developer Winnipeg, MB (Hybrid), CA +12 more… Sep 19, 2026
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Catastrophe Risk Specialist
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