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
Architect II / Senior Architect
Architect II / Senior Architect Winnipeg, MB (Hybrid), CA +1 more… Nov 29, 2025
Winnipeg, MB (Hybrid), CA +1 more… Nov 29, 2025
Senior Data Analyst
Senior Data Analyst Winnipeg, MB (Hybrid), CA +8 more… Dec 19, 2025
Winnipeg, MB (Hybrid), CA +8 more… Dec 19, 2025
Field Claims Adjuster - Property
Field Claims Adjuster - Property Saskatoon, SK, CA, S7H-0W5 +1 more… Dec 16, 2025
Saskatoon, SK, CA, S7H-0W5 +1 more… Dec 16, 2025
Claims Service Ambassador
Claims Service Ambassador Ottawa, ON (Hybrid), CA +2 more… Dec 9, 2025
Ottawa, ON (Hybrid), CA +2 more… Dec 9, 2025
Manager, Rating Quality
Manager, Rating Quality North York - Toronto, ON (Hybr, CA +14 more… Nov 27, 2025
North York - Toronto, ON (Hybr, CA +14 more… Nov 27, 2025
Lead Wording Specialist - Personal Lines
Lead Wording Specialist - Personal Lines North York - Toronto, ON (Hybr, CA +11 more… Dec 8, 2025
North York - Toronto, ON (Hybr, CA +11 more… Dec 8, 2025
Underwriting Enablement Program Manager - Personal Lines
Underwriting Enablement Program Manager - Personal Lines North York - Toronto, ON (Hybr, CA +10 more… Dec 5, 2025
North York - Toronto, ON (Hybr, CA +10 more… Dec 5, 2025
Director, Commercial Lines - Property
Director, Commercial Lines - Property North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
Director, Underwriting Operations, Commercial Small Business
Director, Underwriting Operations, Commercial Small Business North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
Director, Commercial Lines - Liability
Director, Commercial Lines - Liability North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
Director, Personal Lines - Product Optimization
Director, Personal Lines - Product Optimization North York - Toronto, ON (Hybr, CA +10 more… Dec 17, 2025
North York - Toronto, ON (Hybr, CA +10 more… Dec 17, 2025
Director, Commercial Lines - Auto
Director, Commercial Lines - Auto North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
North York - Toronto, ON (Hybr, CA +9 more… Dec 4, 2025
Senior Product Innovation Insights & Intelligence Analyst (Personal Lines)
Senior Product Innovation Insights & Intelligence Analyst (Personal Lines) North York - Toronto, ON (Hybr, CA +10 more… Dec 18, 2025
North York - Toronto, ON (Hybr, CA +10 more… Dec 18, 2025
Manager, Product Prioritization (Personal Lines)
Manager, Product Prioritization (Personal Lines) North York - Toronto, ON (Hybr, CA +10 more… Dec 18, 2025
North York - Toronto, ON (Hybr, CA +10 more… Dec 18, 2025
Director, Commercial Insurance - Business Planning & Performance
Director, Commercial Insurance - Business Planning & Performance North York - Toronto, ON (Hybr, CA +6 more… Dec 19, 2025
North York - Toronto, ON (Hybr, CA +6 more… Dec 19, 2025
Senior Actuarial Consultant - Personal Auto
Senior Actuarial Consultant - Personal Auto North York - Toronto, ON (Hybr, CA +10 more… Dec 22, 2025
North York - Toronto, ON (Hybr, CA +10 more… Dec 22, 2025
Senior Actuarial Consultant - National Initiatives
Senior Actuarial Consultant - National Initiatives Montreal, QC (Hybrid), CA +10 more… Dec 7, 2025
Montreal, QC (Hybrid), CA +10 more… Dec 7, 2025
Actuarial Consultant - Financial Planning & Analysis (12-15 months Term)
Actuarial Consultant - Financial Planning & Analysis (12-15 months Term) Montreal, QC (Hybrid), CA +15 more… Dec 1, 2025
Montreal, QC (Hybrid), CA +15 more… Dec 1, 2025
Senior Actuarial Consultant - Claims Analytics
Senior Actuarial Consultant - Claims Analytics Montreal, QC (Hybrid), CA +15 more… Dec 12, 2025
Montreal, QC (Hybrid), CA +15 more… Dec 12, 2025
Claims Adjuster 2 - Property
Claims Adjuster 2 - Property Montreal, QC (Hybrid), CA +1 more… Dec 4, 2025
Montreal, QC (Hybrid), CA +1 more… Dec 4, 2025
Manager, Actuarial - Capital Management (Life)
Manager, Actuarial - Capital Management (Life) Montreal, QC (Hybrid), CA +13 more… Nov 25, 2025
Montreal, QC (Hybrid), CA +13 more… Nov 25, 2025
Bilingual Claims Adjuster 2 - Auto Physical Damage
Bilingual Claims Adjuster 2 - Auto Physical Damage Montreal, QC (Hybrid), CA +1 more… Dec 13, 2025
Montreal, QC (Hybrid), CA +1 more… Dec 13, 2025
Senior Commercial Auto Underwriter
Senior Commercial Auto Underwriter Montreal, QC (Hybrid), CA +1 more… Dec 2, 2025
Montreal, QC (Hybrid), CA +1 more… Dec 2, 2025
Senior Product Specialist (Bilingual)
Senior Product Specialist (Bilingual) Montreal, QC (Hybrid), CA Dec 16, 2025
Montreal, QC (Hybrid), CA Dec 16, 2025
Intermediate Underwriter - Personal Lines (Bilingual)
Intermediate Underwriter - Personal Lines (Bilingual) Montreal, QC (Hybrid), CA Dec 14, 2025
Montreal, QC (Hybrid), CA Dec 14, 2025