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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Actuarial Expert - Pricing Modeling
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Commercial P&C Underwriter - Small Business
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Organizational Design Manager
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Facilities Coordinator
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Bilingual Claims Service Ambassador (Future Opportunities)
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Senior Financial Analyst
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Senior Underwriter - Commercial Lines Auto
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Regional Manager, Individual - Life (External Wholesaler)
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Product Innovation Strategist
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Bilingual Talent Sourcing Partner
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Senior Architect - Contact Center and Conversational AI
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Intermediate Claims Adjuster - Auto Physical Damage (Future Opportunities)
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Group Benefits Service Associate
Group Benefits Service Associate Kitchener, ON (Hybrid), CA +1 more… Jul 10, 2026
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Senior Underwriter - Commercial Lines, Mid-Market, Ontario
Senior Underwriter - Commercial Lines, Mid-Market, Ontario North York - Toronto, ON (Hybr, CA +2 more… Jul 10, 2026
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Senior Digital Transformation Specialist (Commercial Lines)
Senior Digital Transformation Specialist (Commercial Lines) North York - Toronto, ON (Hybr, CA +8 more… Jul 10, 2026
North York - Toronto, ON (Hybr, CA +8 more… Jul 10, 2026
Senior Business Development Representative - BC Region
Senior Business Development Representative - BC Region Vancouver, BC (Hybrid), CA Jul 11, 2026
Vancouver, BC (Hybrid), CA Jul 11, 2026
Senior Underwriter - Commercial Lines, Alberta
Senior Underwriter - Commercial Lines, Alberta Calgary, AB (Hybrid), CA +1 more… Jul 14, 2026
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Senior Human Resources Business Partner
Senior Human Resources Business Partner North York - Toronto, ON (Hybr, CA +1 more… Jul 14, 2026
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Catastrophe Claims Representative I
Catastrophe Claims Representative I Winnipeg, MB (Hybrid), CA +8 more… Jul 14, 2026
Winnipeg, MB (Hybrid), CA +8 more… Jul 14, 2026
Intermediate or Senior Commercial Underwriter - P&C
Intermediate or Senior Commercial Underwriter - P&C Montreal, QC (Hybrid), CA Jul 14, 2026
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Director, Corporate Actuarial
Director, Corporate Actuarial North York - Toronto, ON (Hybr, CA +11 more… Jul 14, 2026
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