About the Role
The incumbent works under minimal supervision and contributes to Wawanesa's success by designing, creating, promoting, and enhancing business applications, operational platforms, and cloud automation solutions. This role combines application development, cloud engineering, DevOps, and technical leadership to improve operational efficiency, system reliability, and developer productivity. The incumbent acts as the primary technical resource within the Application Delivery team, serving as a subject matter expert for cloud platforms, enterprise integrations, operational automation, and production support. They leverage modern technologies, including AI-assisted solutions, to enhance incident diagnostics, operational processes, system observability, and team efficiency, while ensuring secure, scalable, and resilient enterprise systems.
Responsibilities
- Design, develop, test, and support software solutions on cloud platforms, integrations, operational tools, and business applications.
- Lead technical design discussions and provide guidance on architecture, cloud solutions, system integrations, and development best practices.
- Prepare technical specifications and solution designs from business and technical requirements.
- Design and implement automation solutions that streamline operational processes, reduce manual effort, and improve service reliability and efficiency.
- Leverage AI-based technologies to enhance incident diagnostics, troubleshooting, operational support, knowledge discovery, and developer productivity.
- Configure, maintain, and enhance cloud application environments and supporting platform services.
- Design and implement integrations between AWS services and enterprise platforms using APIs and modern integration patterns.
- Develop and maintain cloud-native solutions using AWS services and modern DevOps practices.
- Implement and maintain monitoring, logging, alerting, and observability solutions to support operational excellence and production support.
- Troubleshoot and resolve application, integration, infrastructure, and operational incidents while ensuring the performance, security, stability, and availability of business systems.
- Participate in planning, retrospectives, and continuous improvement activities while promoting development, security, and operational best practices.
- Create and maintain technical documentation, operational procedures, and knowledge-sharing documents.
- Mentor application developers, promote knowledge sharing, and provide technical leadership within the team.
- Research and recommend emerging technologies, tools, and practices that enhance operational efficiency and application delivery.
- Perform other assigned duties.
Requirements
- Post-secondary degree in Computer Science, Software Development, Computer Engineering, Information Technology, or equivalent experience.
- At least seven years of hands-on experience in software development, cloud engineering, DevOps, or enterprise application delivery.
- Strong background in designing, developing, and supporting enterprise applications and integrations.
- Experience working with APIs, web services (REST/SOAP), relational databases, and SQL.
- Strong programming skills in one or more modern languages such as Java, Python, JavaScript, or TypeScript.
- Experience working in AWS environments and cloud-native architectures.
- Experience implementing automation solutions, DevOps practices, and operational tools.
- Experience with monitoring, logging, observability practices, and production support.
- Understanding of AI and generative AI technologies, including practical application of AI tools to improve operational efficiency, troubleshooting, automation, and developer productivity.
- Strong analytical, problem-solving, and troubleshooting skills.
- Excellent communication, collaboration, and stakeholder engagement skills.
- Proven ability to mentor, coach, and provide technical leadership to development teams.
- Experience with Guidewire InsuranceSuite or Guidewire Cloud platforms, including configuration, integrations, cloud operations, or development practices.
- Experience integrating enterprise platforms such as ServiceNow, Jira, Splunk, Datadog, or similar technologies.
- Experience with cloud operations, platform engineering, or site reliability engineering practices.
- Experience building AI-powered operational tools, automation frameworks, or internal productivity solutions.
- AWS, Guidewire, or other relevant cloud certifications.
Skills
- Cloud Platforms
- Integrations
- Operational Tools
- Business Applications
- Technical Design
- Architecture
- Cloud Solutions
- System Integrations
- Development Best Practices
- Technical Specifications
- Solution Designs
- Automation Solutions
- AI-based Technologies
- Incident Diagnostics
- Troubleshooting
- Operational Support
- Knowledge Discovery
- Developer Productivity
- Cloud Application Environments
- Platform Services
- AWS Services
- Enterprise Platforms
- APIs
- Modern Integration Patterns
- Cloud-Native Solutions
- DevOps Practices
- Monitoring
- Logging
- Alerting
- Observability
- Operational Excellence
- Production Support
- Application Incidents
- Integration Incidents
- Infrastructure Incidents
- Operational Incidents
- System Performance
- System Security
- System Stability
- System Availability
- Continuous Improvement
- Security Best Practices
- Operational Best Practices
- Technical Documentation
- Operational Procedures
- Knowledge Sharing
- Mentoring
- Technical Leadership
- Emerging Technologies
- Emerging Tools
- Emerging Practices
- Java
- Python
- JavaScript
- TypeScript
- Web Services (REST/SOAP)
- Relational Databases
- SQL
- ServiceNow
- Jira
- Splunk
- Datadog
- Guidewire InsuranceSuite
- Guidewire Cloud
Location
- Winnipeg, MB
- Wawanesa, MB
- Vancouver, BC
- Calgary, AB
- Edmonton, AB
- Lethbridge, AB
- Toronto (North York), ON
- Kitchener, ON
- Ottawa, ON
- Montréal, QC
- Ville de Québec, QC
- Moncton, NB
- Dartmouth, NS
Work Type
- Hybrid
Experience Level
- At least seven years of hands-on experience
Education Level
- Post-secondary degree in Computer Science, Software Development, Computer Engineering, Information Technology, or equivalent experience
Salary/Compensations
- $90,000 - $115,000
Benefits
- Annual incentive program
- Supplementary benefit programs
- Generous vacation days
- Personal days
- Benefits without premiums
- Pension plan
About the Company
- Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada's largest mutual insurance companies, 100% owned by its members, with over $4.1 billion in annual revenue and $12.5 billion in assets.
- Wawanesa, headquartered in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance solutions across Canada, and Western Financial Group, a major national distributor of personal and business insurance.
- In March 2026, Wawanesa entered into an agreement to acquire The Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.
- Wawanesa proudly serves over 1.8 million members and employs over 3,000 people across Canada.
- The company actively gives back to organizations that strengthen communities, donating over $4 million annually to charities, including over $2 million annually to support those on the front lines helping communities adapt to climate change.
- Learn more at wawanesa.com.
Equal Opportunity
- At Wawanesa, we are committed to Diversity, Equity, Inclusion, and Belonging (DEIB), and we believe our strength lies in the diversity of our people, resulting in a workforce representative of the entire population.
- We encourage all qualified candidates to apply, whether they are racialized people, women, Indigenous people, persons with disabilities, members of the 2ELGBTQIA+ community, people of diverse gender identities, and neurodiverse individuals, as well as anyone who may contribute to a greater diversification of perspectives and ideas.
- We want to ensure our recruitment process is accessible to all candidates. If you require accommodation during the recruitment process, you can confidently email jobs@wawanesa.com.
- All applicants for employment at Wawanesa are subject to the policy that applies to employee personal information.
- Please note that as part of this recruitment process, AI tools may be used to screen, assess, or select applications. All final decisions are made after review by recruiters and hiring managers, in accordance with all applicable laws.
