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 Compensation & Incentives Specialist
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Hybrid - Canada, CA +7 more… Jun 3, 2026
Senior Project Manager
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Recovery Claims Adjuster - Level 2
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Bilingual Recovery Claims Adjuster - Level 2
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Supervisor, Claims - Subrogation and Recovery
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Claims Adjuster - Large Loss Level 3
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VP, Commercial Lines, Small Business
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Field Underwriter - Commercial, Midmarket - Alberta
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Organizational Design Manager
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Claims Technical Specialist - Alberta Accident Benefits
Claims Technical Specialist - Alberta Accident Benefits Winnipeg, MB (Hybrid), CA +3 more… May 28, 2026
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Commercial P&C Underwriter - Small Business
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Regional Manager, Individual - Life (External Wholesaler) - Alberta
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Actuarial Personal Auto Pricing (Maritimes)
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Information Security Specialist - Application Security
Information Security Specialist - Application Security Hybrid - Canada, CA +9 more… May 27, 2026
Hybrid - Canada, CA +9 more… May 27, 2026
Senior Architect - Life
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Senior Application Developer - Guidewire
Senior Application Developer - Guidewire Winnipeg, MB (Hybrid), CA +9 more… May 27, 2026
Winnipeg, MB (Hybrid), CA +9 more… May 27, 2026
Field Claims Adjuster - Property
Field Claims Adjuster - Property Remote - Canada, CA +15 more… May 27, 2026
Remote - Canada, CA +15 more… May 27, 2026
Actuarial Analyst to Senior Actuarial Consultant - Commercial Pricing (All Levels) Montreal, QC (Hybrid), CA +14 more… May 27, 2026
Vendor Management Specialist - Claims
Vendor Management Specialist - Claims Hybrid - Canada, CA +5 more… May 26, 2026
Hybrid - Canada, CA +5 more… May 26, 2026
Facilities Operations Support
Facilities Operations Support Winnipeg, MB (Onsite), CA May 26, 2026
Winnipeg, MB (Onsite), CA May 26, 2026
Broker Billing Specialist
Broker Billing Specialist Calgary, AB (Hybrid), CA +1 more… May 26, 2026
Calgary, AB (Hybrid), CA +1 more… May 26, 2026
Senior Commercial Auto Underwriter
Senior Commercial Auto Underwriter Montreal, QC (Hybrid), CA +1 more… May 25, 2026
Montreal, QC (Hybrid), CA +1 more… May 25, 2026
Senior Product Specialist-Personal Lines
Senior Product Specialist-Personal Lines North York - Toronto, ON (Hybr, CA +9 more… May 25, 2026
North York - Toronto, ON (Hybr, CA +9 more… May 25, 2026
Website Strategist
Website Strategist North York - Toronto, ON (Hybr, CA +3 more… May 24, 2026
North York - Toronto, ON (Hybr, CA +3 more… May 24, 2026