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 Risk & Controls Testing Specialist
Senior Risk & Controls Testing Specialist Winnipeg, MB (Hybrid), CA +9 more… Mar 16, 2026
Winnipeg, MB (Hybrid), CA +9 more… Mar 16, 2026
Senior Architect - Technology
Senior Architect - Technology Winnipeg, MB (Hybrid), CA +9 more… Mar 17, 2026
Winnipeg, MB (Hybrid), CA +9 more… Mar 17, 2026
Manager, Personal Lines - Product Optimization
Manager, Personal Lines - Product Optimization North York - Toronto, ON (Hybr, CA +9 more… Mar 17, 2026
North York - Toronto, ON (Hybr, CA +9 more… Mar 17, 2026
Actuarial Expert, Life Risk and ALM
Actuarial Expert, Life Risk and ALM North York - Toronto, ON (Hybr, CA +13 more… Mar 17, 2026
North York - Toronto, ON (Hybr, CA +13 more… Mar 17, 2026
Manager, Actuarial Pricing (Alberta Auto)
Manager, Actuarial Pricing (Alberta Auto) Calgary, AB (Hybrid), CA +14 more… Mar 17, 2026
Calgary, AB (Hybrid), CA +14 more… Mar 17, 2026
Group Underwriting Consultant
Group Underwriting Consultant Kitchener, ON (Hybrid), CA +1 more… Mar 18, 2026
Kitchener, ON (Hybrid), CA +1 more… Mar 18, 2026
Senior Reporting Analyst
Senior Reporting Analyst Hybrid - Canada, CA Mar 18, 2026
Hybrid - Canada, CA Mar 18, 2026
Property Field Claims Appraiser (bilingual)
Property Field Claims Appraiser (bilingual) Montreal, QC (Hybrid), CA +2 more… Mar 18, 2026
Montreal, QC (Hybrid), CA +2 more… Mar 18, 2026
Actuarial Consultant - Rating Quality
Actuarial Consultant - Rating Quality Hybrid - Canada, CA Mar 20, 2026
Hybrid - Canada, CA Mar 20, 2026
Manager, Advanced Analytics
Manager, Advanced Analytics Winnipeg, MB (Hybrid), CA +2 more… Mar 20, 2026
Winnipeg, MB (Hybrid), CA +2 more… Mar 20, 2026
Manager, Actuarial Commercial Auto Pricing
Manager, Actuarial Commercial Auto Pricing Calgary, AB (Hybrid), CA +15 more… Mar 21, 2026
Calgary, AB (Hybrid), CA +15 more… Mar 21, 2026
Manager, Actuarial - Rating Quality
Manager, Actuarial - Rating Quality North York - Toronto, ON (Hybr, CA +14 more… Mar 23, 2026
North York - Toronto, ON (Hybr, CA +14 more… Mar 23, 2026
Senior External Relations Specialist
Senior External Relations Specialist Winnipeg, MB (Hybrid), CA Mar 24, 2026
Winnipeg, MB (Hybrid), CA Mar 24, 2026
Field Auto Claims Appraiser (bilingual)
Field Auto Claims Appraiser (bilingual) Montreal, QC (Hybrid), CA Mar 24, 2026
Montreal, QC (Hybrid), CA Mar 24, 2026
Legal Counsel
Legal Counsel Winnipeg, MB (Hybrid), CA Mar 25, 2026
Winnipeg, MB (Hybrid), CA Mar 25, 2026
Actuarial Consultant / Senior Actuarial Consultant - Commercial Auto Pricing
Actuarial Consultant / Senior Actuarial Consultant - Commercial Auto Pricing North York - Toronto, ON (Hybr, CA +12 more… Mar 25, 2026
North York - Toronto, ON (Hybr, CA +12 more… Mar 25, 2026
Manager, Portfolio Delivery
Manager, Portfolio Delivery Winnipeg, MB (Hybrid), CA +9 more… Mar 25, 2026
Winnipeg, MB (Hybrid), CA +9 more… Mar 25, 2026
Senior Human Resources Business Partner
Senior Human Resources Business Partner North York - Toronto, ON (Hybr, CA +2 more… Mar 25, 2026
North York - Toronto, ON (Hybr, CA +2 more… Mar 25, 2026
Machine Learning Engineer
Machine Learning Engineer Winnipeg, MB (Hybrid), CA +10 more… Mar 26, 2026
Winnipeg, MB (Hybrid), CA +10 more… Mar 26, 2026
Claims Adjuster - Auto Physical Damage (Future Opportunities)
Claims Adjuster - Auto Physical Damage (Future Opportunities) Moncton, NB (Hybrid), CA +7 more… Mar 26, 2026
Moncton, NB (Hybrid), CA +7 more… Mar 26, 2026
Senior Inside Appraiser
Senior Inside Appraiser Calgary, AB (Hybrid), CA +12 more… Mar 27, 2026
Calgary, AB (Hybrid), CA +12 more… Mar 27, 2026
Claims Adjuster 3 - Auto Physical Damage - Maritimes
Claims Adjuster 3 - Auto Physical Damage - Maritimes Dartmouth, NS (Hybrid), CA +1 more… Mar 27, 2026
Dartmouth, NS (Hybrid), CA +1 more… Mar 27, 2026
Director, Compliance, Risk and Controls - Personal Lines
Director, Compliance, Risk and Controls - Personal Lines North York - Toronto, ON (Hybr, CA +9 more… Mar 27, 2026
North York - Toronto, ON (Hybr, CA +9 more… Mar 27, 2026
Senior Commercial Auto Underwriter
Senior Commercial Auto Underwriter Montreal, QC (Hybrid), CA +1 more… Mar 28, 2026
Montreal, QC (Hybrid), CA +1 more… Mar 28, 2026
Bilingual Claims Service Ambassador (Future Opportunities)
Bilingual Claims Service Ambassador (Future Opportunities) Montreal, QC (Hybrid), CA +7 more… Mar 28, 2026
Montreal, QC (Hybrid), CA +7 more… Mar 28, 2026