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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VP, Personal Lines, National Underwriting
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VP, Chief Compliance Officer
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Underwriter - Personal Lines
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Supervisor, Underwriting - Personal Lines
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Senior Underwriter - Commercial Lines, Midmarket
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Senior Underwriter - Commercial Lines, Midmarket
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Senior Organizational Change Management Specialist
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Senior Business Development Representative
Senior Business Development Representative North York - Toronto, ON (Hybr, CA +1 more… Apr 13, 2026
North York - Toronto, ON (Hybr, CA +1 more… Apr 13, 2026
Senior Architect - Technology
Senior Architect - Technology Winnipeg, MB (Hybrid), CA +9 more… Apr 15, 2026
Winnipeg, MB (Hybrid), CA +9 more… Apr 15, 2026
Senior Actuarial Analyst / Actuarial Consultant - Pricing Excellence
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Senior Actuarial Analyst - Research & Development
Senior Actuarial Analyst - Research & Development North York - Toronto, ON (Hybr, CA +13 more… Apr 3, 2026
North York - Toronto, ON (Hybr, CA +13 more… Apr 3, 2026
Senior Actuarial Analyst - P&C and Farm Pricing
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Calgary, AB (Hybrid), CA +15 more… Apr 17, 2026
Remittance Specialist- 12 month Term Position
Remittance Specialist- 12 month Term Position Winnipeg, MB (Hybrid), CA Apr 20, 2026
Winnipeg, MB (Hybrid), CA Apr 20, 2026
Regional Manager, Individual - Life (External Wholesaler) - Atlantic
Regional Manager, Individual - Life (External Wholesaler) - Atlantic Dartmouth, NS (Hybrid), CA +1 more… Mar 31, 2026
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Regional Manager, Individual - Life (External Wholesaler) - Alberta
Regional Manager, Individual - Life (External Wholesaler) - Alberta Calgary, AB (Hybrid), CA +1 more… Mar 31, 2026
Calgary, AB (Hybrid), CA +1 more… Mar 31, 2026