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
Reset
Workplace Safety & Security Coordinator
Workplace Safety & Security Coordinator Winnipeg, MB (Onsite), CA Oct 10, 2026
Winnipeg, MB (Onsite), CA Oct 10, 2026
Claims Service Ambassador
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Intermediate to Senior Underwriter, Commercial Lines, Farm - Ontario Toronto, ON, CA, M2P-2B7 Oct 14, 2026
Intermediate to Senior Underwriter, Commercial Lines, P&C Small Business - Ontario Toronto, ON, CA, M2P-2B7 Oct 14, 2026
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Actuarial Consultant - Alberta Auto Pricing
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North York - Toronto, ON (Hybr, CA +13 more… Oct 17, 2026
Application Developer II - Digital Platforms
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Field Catastrophe Claims Representative
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Actuarial Consultant - Pricing Modelling
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Catastrophe Risk Specialist
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Salesforce Lead Developer
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Senior Actuarial Analyst - Pricing Modelling
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North York - Toronto, ON (Hybr, CA +12 more… Oct 18, 2026
Actuarial Expert - Pricing Modeling
Actuarial Expert - Pricing Modeling Montreal, QC (Hybrid), CA +12 more… Oct 20, 2026
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Compliance, Risk & Controls Advisor - Personal Lines
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Regional Manager, Individual - Life (External Wholesaler)
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Director, Total Rewards
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North York - Toronto, ON (Hybr, CA +8 more… Oct 22, 2026
Bilingual Claims Adjusters - Farm/Commercial
Bilingual Claims Adjusters - Farm/Commercial Winnipeg, MB (Hybrid), CA +12 more… Oct 23, 2026
Winnipeg, MB (Hybrid), CA +12 more… Oct 23, 2026
Supervisor, Claims - Large Loss
Supervisor, Claims - Large Loss Winnipeg, MB (Hybrid), CA +11 more… Oct 26, 2026
Winnipeg, MB (Hybrid), CA +11 more… Oct 26, 2026
Senior Underwriter - Commercial Lines Mid Market-Maritimes
Senior Underwriter - Commercial Lines Mid Market-Maritimes Dartmouth, NS (Hybrid), CA +1 more… Oct 26, 2026
Dartmouth, NS (Hybrid), CA +1 more… Oct 26, 2026
Bilingual Claims Specialist (Liability) - WSI
Bilingual Claims Specialist (Liability) - WSI Montreal, QC (Hybrid), CA Oct 27, 2026
Montreal, QC (Hybrid), CA Oct 27, 2026
Associate Product Owner
Associate Product Owner Winnipeg, MB (Hybrid), CA +11 more… Oct 28, 2026
Winnipeg, MB (Hybrid), CA +11 more… Oct 28, 2026
Product Specialist - Individual Insurance
Product Specialist - Individual Insurance Winnipeg, MB (Hybrid), CA +11 more… Oct 28, 2026
Winnipeg, MB (Hybrid), CA +11 more… Oct 28, 2026
Manager, Underwriting - Programs & Operations - WSI
Manager, Underwriting - Programs & Operations - WSI North York - Toronto, ON (Hybr, CA Oct 28, 2026
North York - Toronto, ON (Hybr, CA Oct 28, 2026
Machine Learning Operations Engineer/Senior
Machine Learning Operations Engineer/Senior Winnipeg, MB (Hybrid), CA +5 more… Oct 28, 2026
Winnipeg, MB (Hybrid), CA +5 more… Oct 28, 2026
Claims Adjuster 2 - Commercial Property & Farm
Claims Adjuster 2 - Commercial Property & Farm Lethbridge, AB (Hybrid), CA +11 more… Oct 28, 2026
Lethbridge, AB (Hybrid), CA +11 more… Oct 28, 2026