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 Human Resources Business Partner
Senior Human Resources Business Partner North York - Toronto, ON (Hybr, CA +2 more… Apr 23, 2026
North York - Toronto, ON (Hybr, CA +2 more… Apr 23, 2026
Manager, Portfolio Delivery
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Winnipeg, MB (Hybrid), CA +9 more… Apr 23, 2026
Legal Counsel
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Winnipeg, MB (Hybrid), CA Apr 23, 2026
Actuarial Consultant / Senior Actuarial Consultant - Commercial Auto Pricing
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North York - Toronto, ON (Hybr, CA +12 more… Apr 23, 2026
Information Security Analyst - II/Senior
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Winnipeg, MB (Hybrid), CA +10 more… Apr 23, 2026
Application Developer - Fall 2026 Co-op
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Actuarial Consultant - Research & Development
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Senior Business Development Representative - Saskatchewan & Manitoba
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Winnipeg, MB (Hybrid), CA +2 more… Apr 22, 2026
Senior Process Analyst
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Winnipeg, MB (Hybrid), CA +9 more… Apr 21, 2026
Facilities Operations Support - 6 month term
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North York-Toronto, ON (Onsite, CA Apr 20, 2026
Remittance Specialist- 12 month Term Position
Remittance Specialist- 12 month Term Position Winnipeg, MB (Hybrid), CA Apr 20, 2026
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Field Catastrophe Claims Representative
Field Catastrophe Claims Representative Calgary, AB (Hybrid), CA +10 more… Apr 20, 2026
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Manager, Advanced Analytics
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Actuarial Consultant - Rating Quality
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Senior Actuarial Analyst - P&C and Farm Pricing
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Senior Actuarial Analyst / Actuarial Consultant - Pricing Excellence
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Montreal, QC (Hybrid), CA +12 more… Apr 17, 2026
Supervisor, Underwriting - Personal Lines
Supervisor, Underwriting - Personal Lines Calgary, AB (Hybrid), CA +4 more… Apr 17, 2026
Calgary, AB (Hybrid), CA +4 more… Apr 17, 2026
Group Underwriting Consultant
Group Underwriting Consultant Kitchener, ON (Hybrid), CA +1 more… Apr 16, 2026
Kitchener, ON (Hybrid), CA +1 more… Apr 16, 2026
Senior Data Analyst
Senior Data Analyst Winnipeg, MB (Hybrid), CA +4 more… Apr 15, 2026
Winnipeg, MB (Hybrid), CA +4 more… Apr 15, 2026
Senior Claims Investigator
Senior Claims Investigator North York - Toronto, ON (Hybr, CA +5 more… Apr 15, 2026
North York - Toronto, ON (Hybr, CA +5 more… Apr 15, 2026
Senior Risk & Controls Testing Specialist
Senior Risk & Controls Testing Specialist Winnipeg, MB (Hybrid), CA +9 more… Apr 14, 2026
Winnipeg, MB (Hybrid), CA +9 more… Apr 14, 2026
(*) Senior Actuarial Consultant / Actuarial Consultant - Personal Auto
(*) Senior Actuarial Consultant / Actuarial Consultant - Personal Auto North York - Toronto, ON (Hybr, CA +14 more… Apr 14, 2026
North York - Toronto, ON (Hybr, CA +14 more… Apr 14, 2026
Senior Business Development Representative
Senior Business Development Representative North York - Toronto, ON (Hybr, CA +1 more… Apr 13, 2026
North York - Toronto, ON (Hybr, CA +1 more… Apr 13, 2026
Claims Adjuster 2 - Auto Physical Damage
Claims Adjuster 2 - Auto Physical Damage Moncton, NB (Hybrid), CA +1 more… Apr 13, 2026
Moncton, NB (Hybrid), CA +1 more… Apr 13, 2026
Manager, Enterprise Treasury
Manager, Enterprise Treasury Winnipeg, MB (Hybrid), CA Apr 13, 2026
Winnipeg, MB (Hybrid), CA Apr 13, 2026