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
Actuarial Consultant / Senior Actuarial Consultant - Commercial Pricing Auto
Actuarial Consultant / Senior Actuarial Consultant - Commercial Pricing Auto North York - Toronto, ON (Hybr, CA +12 more… Jan 26, 2026
North York - Toronto, ON (Hybr, CA +12 more… Jan 26, 2026
Architect II / Senior Architect
Architect II / Senior Architect Winnipeg, MB (Hybrid), CA +1 more… Jan 26, 2026
Winnipeg, MB (Hybrid), CA +1 more… Jan 26, 2026
Manager, Data Enablement
Manager, Data Enablement Hybrid - Canada, CA +10 more… Jan 27, 2026
Hybrid - Canada, CA +10 more… Jan 27, 2026
Program Manager, AI Enablement
Program Manager, AI Enablement Hybrid - Canada, CA +10 more… Jan 27, 2026
Hybrid - Canada, CA +10 more… Jan 27, 2026
Actuarial Consultant - Personal Auto Pricing
Actuarial Consultant - Personal Auto Pricing Montreal, QC (Hybrid), CA +13 more… Jan 28, 2026
Montreal, QC (Hybrid), CA +13 more… Jan 28, 2026
Bilingual Claims Service Ambassador
Bilingual Claims Service Ambassador Montreal, QC (Hybrid), CA +3 more… Jan 29, 2026
Montreal, QC (Hybrid), CA +3 more… Jan 29, 2026
Administrative Assistant
Administrative Assistant Winnipeg, MB (Onsite), CA Jan 29, 2026
Winnipeg, MB (Onsite), CA Jan 29, 2026
Senior Commercial Auto Underwriter
Senior Commercial Auto Underwriter Montreal, QC (Hybrid), CA +1 more… Jan 29, 2026
Montreal, QC (Hybrid), CA +1 more… Jan 29, 2026
Director, Commercial Lines - Liability
Director, Commercial Lines - Liability North York - Toronto, ON (Hybr, CA +9 more… Jan 31, 2026
North York - Toronto, ON (Hybr, CA +9 more… Jan 31, 2026
Claims Adjuster 2 - Property
Claims Adjuster 2 - Property Montreal, QC (Hybrid), CA +1 more… Jan 31, 2026
Montreal, QC (Hybrid), CA +1 more… Jan 31, 2026
Regional Manager, Individual - Life (External Wholesaler)
Regional Manager, Individual - Life (External Wholesaler) Kitchener, ON (Hybrid), CA +2 more… Feb 1, 2026
Kitchener, ON (Hybrid), CA +2 more… Feb 1, 2026