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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Vendor Management Specialist
Vendor Management Specialist Hybrid - Canada, CA +12 more… Feb 6, 2026
Hybrid - Canada, CA +12 more… Feb 6, 2026
Supervisor, Claims - Special Investigation Unit
Supervisor, Claims - Special Investigation Unit North York - Toronto, ON (Hybr, CA +11 more… Feb 17, 2026
North York - Toronto, ON (Hybr, CA +11 more… Feb 17, 2026
Senior Human Resources Business Partner
Senior Human Resources Business Partner North York - Toronto, ON (Hybr, CA +2 more… Jan 26, 2026
North York - Toronto, ON (Hybr, CA +2 more… Jan 26, 2026
Senior Commercial Auto Underwriter
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Montreal, QC (Hybrid), CA +1 more… Jan 29, 2026
Senior Business Development Representative
Senior Business Development Representative North York - Toronto, ON (Hybr, CA +1 more… Feb 14, 2026
North York - Toronto, ON (Hybr, CA +1 more… Feb 14, 2026
Senior Architect
Senior Architect Winnipeg, MB (Hybrid), CA +9 more… Feb 11, 2026
Winnipeg, MB (Hybrid), CA +9 more… Feb 11, 2026
Senior Actuarial Consultant - Personal Auto
Senior Actuarial Consultant - Personal Auto North York - Toronto, ON (Hybr, CA +10 more… Feb 18, 2026
North York - Toronto, ON (Hybr, CA +10 more… Feb 18, 2026
Senior Actuarial Analyst - Commercial Pricing Excellence
Senior Actuarial Analyst - Commercial Pricing Excellence Montreal, QC (Hybrid), CA +13 more… Feb 5, 2026
Montreal, QC (Hybrid), CA +13 more… Feb 5, 2026
Regional Manager, Individual - Life (External Wholesaler)
Regional Manager, Individual - Life (External Wholesaler) Vancouver, BC (Hybrid), CA Feb 17, 2026
Vancouver, BC (Hybrid), CA Feb 17, 2026
National Property Claims Adjuster - Multiple Levels (Level 1-2)
National Property Claims Adjuster - Multiple Levels (Level 1-2) Vancouver, BC (Hybrid), CA +10 more… Feb 12, 2026
Vancouver, BC (Hybrid), CA +10 more… Feb 12, 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… Feb 13, 2026
North York - Toronto, ON (Hybr, CA +2 more… Feb 13, 2026
Manager, Advanced Analytics
Manager, Advanced Analytics Winnipeg, MB (Hybrid), CA +2 more… Feb 19, 2026
Winnipeg, MB (Hybrid), CA +2 more… Feb 19, 2026
Manager, Actuarial Pricing (Alberta Auto)
Manager, Actuarial Pricing (Alberta Auto) Calgary, AB (Hybrid), CA +14 more… Feb 16, 2026
Calgary, AB (Hybrid), CA +14 more… Feb 16, 2026
Manager, Actuarial Commercial Auto Pricing
Manager, Actuarial Commercial Auto Pricing Calgary, AB (Hybrid), CA +15 more… Feb 20, 2026
Calgary, AB (Hybrid), CA +15 more… Feb 20, 2026
Manager, Actuarial - Rating Quality
Manager, Actuarial - Rating Quality North York - Toronto, ON (Hybr, CA +14 more… Feb 22, 2026
North York - Toronto, ON (Hybr, CA +14 more… Feb 22, 2026
Machine Learning Operations Engineer
Machine Learning Operations Engineer North York - Toronto, ON (Hybr, CA +2 more… Feb 6, 2026
North York - Toronto, ON (Hybr, CA +2 more… Feb 6, 2026
Instructional Designer
Instructional Designer Winnipeg, MB (Hybrid), CA +3 more… Feb 20, 2026
Winnipeg, MB (Hybrid), CA +3 more… Feb 20, 2026
Innovation Consultant
Innovation Consultant North York - Toronto, ON (Hybr, CA +8 more… Feb 20, 2026
North York - Toronto, ON (Hybr, CA +8 more… Feb 20, 2026
Facilities Coordinator
Facilities Coordinator Moncton, NB (Onsite), CA Feb 10, 2026
Moncton, NB (Onsite), CA Feb 10, 2026
Enterprise Architect
Enterprise Architect Hybrid - Canada, CA +10 more… Feb 5, 2026
Hybrid - Canada, CA +10 more… Feb 5, 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
Director, Actuarial Pricing - Commercial Lines
Director, Actuarial Pricing - Commercial Lines North York - Toronto, ON (Hybr, CA +11 more… Feb 4, 2026
North York - Toronto, ON (Hybr, CA +11 more… Feb 4, 2026
Climate Transition & Resilience Planning Program Manager
Climate Transition & Resilience Planning Program Manager North York - Toronto, ON (Hybr, CA +9 more… Feb 13, 2026
North York - Toronto, ON (Hybr, CA +9 more… Feb 13, 2026
Claims Service Ambassador
Claims Service Ambassador Hybrid - Canada, CA +11 more… Feb 12, 2026
Hybrid - Canada, CA +11 more… Feb 12, 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