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
Senior Business Development Representative - MB & SK
Senior Business Development Representative - MB & SK Winnipeg, MB, CA, R3C-1P5 Sep 22, 2026
Winnipeg, MB, CA, R3C-1P5 Sep 22, 2026
Workplace Safety & Security Coordinator
Workplace Safety & Security Coordinator Winnipeg, MB (Onsite), CA Sep 11, 2026
Winnipeg, MB (Onsite), CA Sep 11, 2026
Facilities Coordinator (Projects)
Facilities Coordinator (Projects) Winnipeg, MB (Onsite), CA Sep 9, 2026
Winnipeg, MB (Onsite), CA Sep 9, 2026
Senior Product Development Specialist, (Personal Lines)
Senior Product Development Specialist, (Personal Lines) Winnipeg, MB (Hybrid), CA Sep 3, 2026
Winnipeg, MB (Hybrid), CA Sep 3, 2026
Web Application Penetration Tester
Web Application Penetration Tester Winnipeg, MB (Hybrid), CA +10 more… Aug 30, 2026
Winnipeg, MB (Hybrid), CA +10 more… Aug 30, 2026
Senior Bilingual Recovery and Subrogation Claims Adjuster
Senior Bilingual Recovery and Subrogation Claims Adjuster Winnipeg, MB (Hybrid), CA +11 more… Sep 18, 2026
Winnipeg, MB (Hybrid), CA +11 more… Sep 18, 2026
Application Developer II - Digital Platforms
Application Developer II - Digital Platforms Winnipeg, MB (Hybrid), CA +8 more… Sep 18, 2026
Winnipeg, MB (Hybrid), CA +8 more… Sep 18, 2026
Salesforce Lead Developer
Salesforce Lead Developer Winnipeg, MB (Hybrid), CA +12 more… Sep 19, 2026
Winnipeg, MB (Hybrid), CA +12 more… Sep 19, 2026
Senior Architect - Data & AI
Senior Architect - Data & AI Winnipeg, MB (Hybrid), CA +10 more… Sep 5, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 5, 2026
Senior Architect - Salesforce
Senior Architect - Salesforce Winnipeg, MB (Hybrid), CA +12 more… Sep 19, 2026
Winnipeg, MB (Hybrid), CA +12 more… Sep 19, 2026
Senior Architect - Contact Center and Conversational AI
Senior Architect - Contact Center and Conversational AI Winnipeg, MB (Hybrid), CA +5 more… Sep 5, 2026
Winnipeg, MB (Hybrid), CA +5 more… Sep 5, 2026
Actuarial Intern
Actuarial Intern Winnipeg, MB (Hybrid), CA +10 more… Sep 12, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 12, 2026
Senior Architect - Direct to Market (D2M)
Senior Architect - Direct to Market (D2M) Winnipeg, MB (Hybrid), CA +2 more… Sep 11, 2026
Winnipeg, MB (Hybrid), CA +2 more… Sep 11, 2026
Senior Organizational Change Management Specialist
Senior Organizational Change Management Specialist Winnipeg, MB (Hybrid), CA +8 more… Sep 2, 2026
Winnipeg, MB (Hybrid), CA +8 more… Sep 2, 2026
Receivables Reconciliation Specialist-Term
Receivables Reconciliation Specialist-Term Winnipeg, MB (Hybrid), CA +10 more… Sep 23, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 23, 2026
Receivables Operations Specialist
Receivables Operations Specialist Winnipeg, MB (Hybrid), CA +10 more… Sep 23, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 23, 2026
Lead Executive Claims Analyst
Lead Executive Claims Analyst Winnipeg, MB (Hybrid), CA +9 more… Sep 2, 2026
Winnipeg, MB (Hybrid), CA +9 more… Sep 2, 2026
Solution Analyst II/Senior
Solution Analyst II/Senior Winnipeg, MB (Hybrid), CA +9 more… Sep 21, 2026
Winnipeg, MB (Hybrid), CA +9 more… Sep 21, 2026
(*) Commercial National Programs Adjuster - Level 3
(*) Commercial National Programs Adjuster - Level 3 Winnipeg, MB (Hybrid), CA +10 more… Sep 11, 2026
Winnipeg, MB (Hybrid), CA +10 more… Sep 11, 2026
Life Services Representative
Life Services Representative Winnipeg, MB (Hybrid), CA +3 more… Sep 24, 2026
Winnipeg, MB (Hybrid), CA +3 more… Sep 24, 2026
Bilingual Claims Adjusters Multiple Levels - Farm/Commercial
Bilingual Claims Adjusters Multiple Levels - Farm/Commercial Winnipeg, MB (Hybrid), CA +12 more… Sep 24, 2026
Winnipeg, MB (Hybrid), CA +12 more… Sep 24, 2026
Manager, Operations Excellence-Term
Manager, Operations Excellence-Term Winnipeg, MB (Hybrid), CA +1 more… Sep 24, 2026
Winnipeg, MB (Hybrid), CA +1 more… Sep 24, 2026
Senior Field Claims Appraiser - Agricultural Equipment
Senior Field Claims Appraiser - Agricultural Equipment Wawanesa, MB, CA, R0K-2G0 Sep 1, 2026
Wawanesa, MB, CA, R0K-2G0 Sep 1, 2026
Intermediate to Senior Underwriter, Commercial Lines, P&C Small Business - Ontario Toronto, ON, CA, M2P-2B7 Sep 15, 2026
Intermediate to Senior Underwriter, Commercial Lines, Farm - Ontario Toronto, ON, CA, M2P-2B7 Sep 15, 2026