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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Product Owner, Direct Venture
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Claims Service Ambassador (Future Opportunities)
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Sr Underwriter / Field Underwriter - Commercial Mid-Market, Northern Alberta
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Catastrophe Risk Specialist
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Inclusion Specialist
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(*) Bilingual Farm Underwriting Specialist, Commercial Mid-Market
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Montreal, QC (Hybrid), CA +5 more… Oct 3, 2026
Bilingual Claims Technical Specialist, Auto Claims
Bilingual Claims Technical Specialist, Auto Claims Montreal, QC (Hybrid), CA +11 more… Oct 2, 2026
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Bilingual Senior Claims Training Specialist
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Farm Underwriter (intermediate to senior level)
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Claims Specialist I - WSI
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Strategy Consultant
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Underwriting Technical Specialist - Commercial Lines-Auto
Underwriting Technical Specialist - Commercial Lines-Auto North York - Toronto, ON (Hybr, CA +4 more… Oct 6, 2026
North York - Toronto, ON (Hybr, CA +4 more… Oct 6, 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
Product Owner-Commercial Lines
Product Owner-Commercial Lines North York - Toronto, ON (Hybr, CA +10 more… Sep 28, 2026
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Manager, Underwriting Enablement - Commercial Lines
Manager, Underwriting Enablement - Commercial Lines North York - Toronto, ON (Hybr, CA Oct 1, 2026
North York - Toronto, ON (Hybr, CA Oct 1, 2026
Senior Business Development Representative - Ontario
Senior Business Development Representative - Ontario North York - Toronto, ON (Hybr, CA +1 more… Oct 9, 2026
North York - Toronto, ON (Hybr, CA +1 more… Oct 9, 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
Senior Total Rewards Specialist
Senior Total Rewards Specialist North York - Toronto, ON (Hybr, CA +9 more… Oct 24, 2026
North York - Toronto, ON (Hybr, CA +9 more… Oct 24, 2026
Manager, Claims Optimization
Manager, Claims Optimization North York - Toronto, ON (Hybr, CA +11 more… Oct 9, 2026
North York - Toronto, ON (Hybr, CA +11 more… Oct 9, 2026
Senior Actuarial Analyst - Corporate Actuarial - Reserving (All Levels)
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North York - Toronto, ON (Hybr, CA +11 more… Oct 6, 2026