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 Commercial Auto Underwriter
Senior Commercial Auto Underwriter Montreal, QC (Hybrid), CA +1 more… Dec 31, 2025
Montreal, QC (Hybrid), CA +1 more… Dec 31, 2025
Claims Adjuster 2 - Property
Claims Adjuster 2 - Property Montreal, QC (Hybrid), CA +1 more… Jan 2, 2026
Montreal, QC (Hybrid), CA +1 more… Jan 2, 2026
Director, Commercial Lines - Liability
Director, Commercial Lines - Liability North York - Toronto, ON (Hybr, CA +9 more… Jan 2, 2026
North York - Toronto, ON (Hybr, CA +9 more… Jan 2, 2026
Regional Manager, Individual - Life (External Wholesaler)
Regional Manager, Individual - Life (External Wholesaler) Kitchener, ON (Hybrid), CA +2 more… Jan 3, 2026
Kitchener, ON (Hybrid), CA +2 more… Jan 3, 2026
Underwriting Enablement Program Manager - Personal Lines
Underwriting Enablement Program Manager - Personal Lines North York - Toronto, ON (Hybr, CA +10 more… Jan 3, 2026
North York - Toronto, ON (Hybr, CA +10 more… Jan 3, 2026
Lead Wording Specialist - Personal Lines
Lead Wording Specialist - Personal Lines North York - Toronto, ON (Hybr, CA +11 more… Jan 6, 2026
North York - Toronto, ON (Hybr, CA +11 more… Jan 6, 2026
Senior Claims Investigator
Senior Claims Investigator Hybrid - Canada, CA +12 more… Jan 7, 2026
Hybrid - Canada, CA +12 more… Jan 7, 2026
Machine Learning Operations Engineer
Machine Learning Operations Engineer North York - Toronto, ON (Hybr, CA +2 more… Jan 8, 2026
North York - Toronto, ON (Hybr, CA +2 more… Jan 8, 2026
Manager, Personal Lines - Market Segment Leader (Quebec)
Manager, Personal Lines - Market Segment Leader (Quebec) Montreal, QC (Hybrid), CA +2 more… Jan 8, 2026
Montreal, QC (Hybrid), CA +2 more… Jan 8, 2026
Actuarial Consultant - Research & Development
Actuarial Consultant - Research & Development Hybrid - Canada, CA +10 more… Jan 8, 2026
Hybrid - Canada, CA +10 more… Jan 8, 2026
Senior Risk & Controls Data Analyst
Senior Risk & Controls Data Analyst Winnipeg, MB (Hybrid), CA +9 more… Jan 9, 2026
Winnipeg, MB (Hybrid), CA +9 more… Jan 9, 2026
Senior Actuarial Consultant - Claims Analytics
Senior Actuarial Consultant - Claims Analytics Montreal, QC (Hybrid), CA +15 more… Jan 10, 2026
Montreal, QC (Hybrid), CA +15 more… Jan 10, 2026
Bilingual Claims Adjuster 2 - Auto Physical Damage
Bilingual Claims Adjuster 2 - Auto Physical Damage Montreal, QC (Hybrid), CA +1 more… Jan 11, 2026
Montreal, QC (Hybrid), CA +1 more… Jan 11, 2026
Junior Underwriter - Personal Lines (Bilingual)
Junior Underwriter - Personal Lines (Bilingual) Montreal, QC (Hybrid), CA Jan 12, 2026
Montreal, QC (Hybrid), CA Jan 12, 2026
Senior Farm Underwriter - Mid Market
Senior Farm Underwriter - Mid Market Vancouver, BC (Hybrid), CA Jan 13, 2026
Vancouver, BC (Hybrid), CA Jan 13, 2026
Senior Business Development Representative - Northern Alberta Region Edmonton, AB, CA, T6E-6A8 Jan 13, 2026
Key Account Manager - Commercial Mid-Market
Key Account Manager - Commercial Mid-Market Montreal, QC (Hybrid), CA +1 more… Jan 14, 2026
Montreal, QC (Hybrid), CA +1 more… Jan 14, 2026
Bilingual Product Specialist - Personal Lines
Bilingual Product Specialist - Personal Lines Montreal, QC (Hybrid), CA Jan 14, 2026
Montreal, QC (Hybrid), CA Jan 14, 2026
Field Claims Adjuster - Property
Field Claims Adjuster - Property Saskatoon, SK, CA, S7H-0W5 +1 more… Jan 14, 2026
Saskatoon, SK, CA, S7H-0W5 +1 more… Jan 14, 2026
Manager, Personal Lines - Market Segment Leader (Ontario & Atlantic)
Manager, Personal Lines - Market Segment Leader (Ontario & Atlantic) North York - Toronto, ON (Hybr, CA +2 more… Jan 15, 2026
North York - Toronto, ON (Hybr, CA +2 more… Jan 15, 2026
Manager, Personal Lines - Market Segment Leader (West)
Manager, Personal Lines - Market Segment Leader (West) Winnipeg, MB (Hybrid), CA +3 more… Jan 15, 2026
Winnipeg, MB (Hybrid), CA +3 more… Jan 15, 2026
Claims Adjuster 1 - Casualty
Claims Adjuster 1 - Casualty Calgary, AB (Hybrid), CA +2 more… Jan 16, 2026
Calgary, AB (Hybrid), CA +2 more… Jan 16, 2026
Senior Business Development Representative
Senior Business Development Representative North York - Toronto, ON (Hybr, CA +1 more… Jan 16, 2026
North York - Toronto, ON (Hybr, CA +1 more… Jan 16, 2026
Manager, Actuarial Pricing (Alberta Auto)
Manager, Actuarial Pricing (Alberta Auto) Calgary, AB (Hybrid), CA +14 more… Jan 18, 2026
Calgary, AB (Hybrid), CA +14 more… Jan 18, 2026
Regional Manager, Individual - Life (External Wholesaler)
Regional Manager, Individual - Life (External Wholesaler) Vancouver, BC (Hybrid), CA Jan 19, 2026
Vancouver, BC (Hybrid), CA Jan 19, 2026