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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(*) Bilingual Farm Underwriting Specialist, Commercial Mid-Market
(*) Bilingual Farm Underwriting Specialist, Commercial Mid-Market Montreal, QC (Hybrid), CA +5 more… Oct 3, 2026
Montreal, QC (Hybrid), CA +5 more… Oct 3, 2026
(*) Commercial National Programs Claims Examiner - Level 3
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Actuarial Consultant - Alberta Auto Pricing
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Actuarial Consultant - Pricing Modelling
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Actuarial Expert - Alberta Auto Pricing
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Actuarial Expert - Pricing Modeling
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Bilingual Claims Adjusters - Farm/Commercial
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Bilingual Claims Technical Specialist, Auto Claims
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Montreal, QC (Hybrid), CA +11 more… Oct 2, 2026
Bilingual Recovery Adjuster
Bilingual Recovery Adjuster Winnipeg, MB (Hybrid), CA +11 more… Oct 17, 2026
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Bilingual Senior Claims Training Specialist
Bilingual Senior Claims Training Specialist Montreal, QC (Hybrid), CA +11 more… Oct 9, 2026
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Case Manager Trainee
Case Manager Trainee Winnipeg, MB (Hybrid), CA Oct 21, 2026
Winnipeg, MB (Hybrid), CA Oct 21, 2026
Catastrophe Risk Specialist
Catastrophe Risk Specialist Hybrid - Canada, CA +8 more… Oct 18, 2026
Hybrid - Canada, CA +8 more… Oct 18, 2026
Claims Adjuster 2 - Commercial Property & Farm
Claims Adjuster 2 - Commercial Property & Farm Lethbridge, AB (Hybrid), CA +11 more… Sep 29, 2026
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Claims Service Ambassador (Future Opportunities)
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Edmonton, AB (Hybrid), CA +10 more… Oct 12, 2026
Claims Specialist I - WSI
Claims Specialist I - WSI North York - Toronto, ON (Hybr, CA Oct 21, 2026
North York - Toronto, ON (Hybr, CA Oct 21, 2026
Compliance, Risk & Controls Advisor - Personal Lines
Compliance, Risk & Controls Advisor - Personal Lines Winnipeg, MB (Hybrid), CA +9 more… Oct 21, 2026
Winnipeg, MB (Hybrid), CA +9 more… Oct 21, 2026
Director, Personal Lines, Business Planning & Performance
Director, Personal Lines, Business Planning & Performance North York - Toronto, ON (Hybr, CA +2 more… Oct 1, 2026
North York - Toronto, ON (Hybr, CA +2 more… Oct 1, 2026
Director, Total Rewards
Director, Total Rewards North York - Toronto, ON (Hybr, CA +8 more… Oct 22, 2026
North York - Toronto, ON (Hybr, CA +8 more… Oct 22, 2026
Facilities Coordinator (Projects)
Facilities Coordinator (Projects) Winnipeg, MB (Onsite), CA Oct 8, 2026
Winnipeg, MB (Onsite), CA Oct 8, 2026
Farm Underwriter (intermediate to senior level)
Farm Underwriter (intermediate to senior level) Montreal, QC (Hybrid), CA +2 more… Oct 9, 2026
Montreal, QC (Hybrid), CA +2 more… Oct 9, 2026
Field Catastrophe Claims Representative
Field Catastrophe Claims Representative Remote - Canada, CA Oct 17, 2026
Remote - Canada, CA Oct 17, 2026
Human Resources Business Partner / Senior Human Resources Business Partner
Human Resources Business Partner / Senior Human Resources Business Partner Winnipeg, MB (Hybrid), CA +2 more… Oct 19, 2026
Winnipeg, MB (Hybrid), CA +2 more… Oct 19, 2026
Inclusion Specialist
Inclusion Specialist Hybrid - Canada, CA +12 more… Oct 26, 2026
Hybrid - Canada, CA +12 more… Oct 26, 2026
Intermediate or Senior P&C Commercial Underwriter (Mid-Market)
Intermediate or Senior P&C Commercial Underwriter (Mid-Market) Montreal, QC (Hybrid), CA +1 more… Oct 4, 2026
Montreal, QC (Hybrid), CA +1 more… Oct 4, 2026
Intermediate to Senior Underwriter, Commercial Lines, Auto Small Business - Ontario Toronto, ON, CA, M2P-2B7 Oct 14, 2026