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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Group Underwriting Consultant
Group Underwriting Consultant Kitchener, ON (Hybrid), CA +1 more… Sep 19, 2026
Kitchener, ON (Hybrid), CA +1 more… Sep 19, 2026
Senior Actuarial Analyst - Pricing Modelling
Senior Actuarial Analyst - Pricing Modelling North York - Toronto, ON (Hybr, CA +12 more… Sep 19, 2026
North York - Toronto, ON (Hybr, CA +12 more… Sep 19, 2026
Actuarial Consultant - Pricing Modelling
Actuarial Consultant - Pricing Modelling North York - Toronto, ON (Hybr, CA +12 more… Sep 19, 2026
North York - Toronto, ON (Hybr, CA +12 more… Sep 19, 2026
Bilingual Recovery Adjuster
Bilingual Recovery Adjuster Winnipeg, MB (Hybrid), CA +11 more… Sep 18, 2026
Winnipeg, MB (Hybrid), CA +11 more… Sep 18, 2026
Claims Technical Specialist
Claims Technical Specialist Calgary, AB (Hybrid), CA +11 more… Sep 18, 2026
Calgary, AB (Hybrid), CA +11 more… Sep 18, 2026
Actuarial Consultant - Alberta Auto Pricing
Actuarial Consultant - Alberta Auto Pricing Calgary, AB (Hybrid), CA +13 more… Sep 18, 2026
Calgary, AB (Hybrid), CA +13 more… Sep 18, 2026
Field Catastrophe Claims Representative
Field Catastrophe Claims Representative Remote - Canada, CA Sep 18, 2026
Remote - Canada, CA Sep 18, 2026
VP, Direct Venture Marketing
VP, Direct Venture Marketing North York - Toronto, ON (Hybr, CA +4 more… Sep 17, 2026
North York - Toronto, ON (Hybr, CA +4 more… Sep 17, 2026
Actuarial Analyst - New Grad
Actuarial Analyst - New Grad North York - Toronto, ON (Hybr, CA +12 more… Sep 16, 2026
North York - Toronto, ON (Hybr, CA +12 more… Sep 16, 2026
Senior Claims Adjuster - Auto Physical Damage
Senior Claims Adjuster - Auto Physical Damage North York - Toronto, ON (Hybr, CA +10 more… Sep 15, 2026
North York - Toronto, ON (Hybr, CA +10 more… Sep 15, 2026
Bilingual Claims Adjuster 2 - Auto Physical Damage
Bilingual Claims Adjuster 2 - Auto Physical Damage Moncton, NB (Hybrid), CA +4 more… Sep 15, 2026
Moncton, NB (Hybrid), CA +4 more… Sep 15, 2026
Intermediate to Senior Underwriter, Commercial Lines, Farm - Ontario Toronto, ON, CA, M2P-2B7 Sep 15, 2026
Intermediate to Senior Underwriter, Commercial Lines, P&C Small Business - Ontario Toronto, ON, CA, M2P-2B7 Sep 15, 2026
Intermediate to Senior Underwriter, Commercial Lines, Auto Small Business - Ontario Toronto, ON, CA, M2P-2B7 Sep 15, 2026
Segment Specialist, Commercial Mid-Market (Manufacturing and Wholesale) Hybrid - Canada, CA Sep 14, 2026
Senior Business Development Specialist - Experience & Enablement
Senior Business Development Specialist - Experience & Enablement North York - Toronto, ON (Hybr, CA +8 more… Sep 14, 2026
North York - Toronto, ON (Hybr, CA +8 more… Sep 14, 2026
Claims Service Ambassador (Future Opportunities)
Claims Service Ambassador (Future Opportunities) Vancouver, BC (Hybrid), CA +10 more… Sep 13, 2026
Vancouver, BC (Hybrid), CA +10 more… Sep 13, 2026
Actuarial Intern
Actuarial Intern Winnipeg, MB (Hybrid), CA +10 more… Sep 12, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 12, 2026
(*) Commercial National Programs Claims Examiner - Level 3
(*) Commercial National Programs Claims Examiner - Level 3 North York - Toronto, ON (Hybr, CA +10 more… Sep 11, 2026
North York - Toronto, ON (Hybr, CA +10 more… Sep 11, 2026
National Property Claims Adjusters - Multiple Levels (Level 1-3) - Future Opportunities Hybrid - Canada, CA +12 more… Sep 11, 2026
Senior Architect - Direct to Market (D2M)
Senior Architect - Direct to Market (D2M) Winnipeg, MB (Hybrid), CA +2 more… Sep 11, 2026
Winnipeg, MB (Hybrid), CA +2 more… Sep 11, 2026
Senior Business Development Representative - Ontario
Senior Business Development Representative - Ontario North York - Toronto, ON (Hybr, CA +1 more… Sep 10, 2026
North York - Toronto, ON (Hybr, CA +1 more… Sep 10, 2026
Senior Bilingual Field Catastrophe Claims Representative
Senior Bilingual Field Catastrophe Claims Representative Remote - Canada, CA +2 more… Sep 10, 2026
Remote - Canada, CA +2 more… Sep 10, 2026
Actuarial Expert - Alberta Auto Pricing
Actuarial Expert - Alberta Auto Pricing Montreal, QC (Hybrid), CA +12 more… Sep 10, 2026
Montreal, QC (Hybrid), CA +12 more… Sep 10, 2026
Farm Underwriter (intermediate to senior level)
Farm Underwriter (intermediate to senior level) Montreal, QC (Hybrid), CA +2 more… Sep 10, 2026
Montreal, QC (Hybrid), CA +2 more… Sep 10, 2026