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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Senior Farm Underwriter
Senior Farm Underwriter North York - Toronto, ON (Hybr, CA +2 more… Oct 22, 2025
North York - Toronto, ON (Hybr, CA +2 more… Oct 22, 2025
Regional Manager, Individual - Life (External Wholesaler)
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Winnipeg, MB (Hybrid), CA Oct 22, 2025
Director, Regulatory Affairs
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Director, Compliance, Risk and Controls - Personal Lines
Director, Compliance, Risk and Controls - Personal Lines North York - Toronto, ON (Hybr, CA +10 more… Oct 24, 2025
North York - Toronto, ON (Hybr, CA +10 more… Oct 24, 2025
Senior Organizational Change Management Specialist
Senior Organizational Change Management Specialist Winnipeg, MB (Hybrid), CA +2 more… Oct 25, 2025
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Senior Actuarial Consultant - Personal Auto
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Bilingual Senior Inside Appraiser
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Architect II / Senior Architect
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Solution Analyst
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Hybrid - Canada, CA +14 more… Nov 5, 2025
Regional Manager, Individual - Life (External Wholesaler)
Regional Manager, Individual - Life (External Wholesaler) Ottawa, ON (Hybrid), CA +1 more… Nov 6, 2025
Ottawa, ON (Hybrid), CA +1 more… Nov 6, 2025
Senior Project Manager
Senior Project Manager Winnipeg, MB (Hybrid), CA +7 more… Nov 6, 2025
Winnipeg, MB (Hybrid), CA +7 more… Nov 6, 2025
Payroll Analyst
Payroll Analyst Winnipeg, MB, CA, R3C-1P5 Nov 7, 2025
Winnipeg, MB, CA, R3C-1P5 Nov 7, 2025
Senior Actuarial Consultant-National Initiatives
Senior Actuarial Consultant-National Initiatives Hybrid - Canada, CA +10 more… Nov 8, 2025
Hybrid - Canada, CA +10 more… Nov 8, 2025
Claims Reconciliation Payment Assistant
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Actuarial Consultant - Research & Development
Actuarial Consultant - Research & Development Hybrid - Canada, CA +10 more… Nov 11, 2025
Hybrid - Canada, CA +10 more… Nov 11, 2025
Supervisor, Claims - Casualty (Property Liability)
Supervisor, Claims - Casualty (Property Liability) Calgary, AB (Hybrid), CA +2 more… Nov 12, 2025
Calgary, AB (Hybrid), CA +2 more… Nov 12, 2025
Catastrophe Risk Specialist
Catastrophe Risk Specialist North York - Toronto, ON (Hybr, CA +9 more… Nov 12, 2025
North York - Toronto, ON (Hybr, CA +9 more… Nov 12, 2025
Bilingual Claims Adjuster 2 - Auto Physical Damage
Bilingual Claims Adjuster 2 - Auto Physical Damage Montreal, QC (Hybrid), CA +1 more… Nov 14, 2025
Montreal, QC (Hybrid), CA +1 more… Nov 14, 2025
Intermediate Underwriter - Personal Lines (Bilingual)
Intermediate Underwriter - Personal Lines (Bilingual) Montreal, QC (Hybrid), CA Nov 15, 2025
Montreal, QC (Hybrid), CA Nov 15, 2025
Senior Business Development Representative
Senior Business Development Representative Montreal, QC (Hybrid), CA Nov 15, 2025
Montreal, QC (Hybrid), CA Nov 15, 2025
Field Claims Adjuster - Property
Field Claims Adjuster - Property Saskatoon, SK, CA, S7H-0W5 +1 more… Nov 17, 2025
Saskatoon, SK, CA, S7H-0W5 +1 more… Nov 17, 2025
Senior Product Specialist - Quebec (bilingual)
Senior Product Specialist - Quebec (bilingual) Montreal, QC (Hybrid), CA Nov 17, 2025
Montreal, QC (Hybrid), CA Nov 17, 2025
Product Innovation Strategist
Product Innovation Strategist North York - Toronto, ON (Hybr, CA +10 more… Nov 18, 2025
North York - Toronto, ON (Hybr, CA +10 more… Nov 18, 2025
Actuarial Consultant (Corporate - Reserving)
Actuarial Consultant (Corporate - Reserving) Montreal, QC (Hybrid), CA +15 more… Nov 18, 2025
Montreal, QC (Hybrid), CA +15 more… Nov 18, 2025
Director, Personal Lines - National Product Build Monitoring
Director, Personal Lines - National Product Build Monitoring North York - Toronto, ON (Hybr, CA +10 more… Nov 18, 2025
North York - Toronto, ON (Hybr, CA +10 more… Nov 18, 2025