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Job Opportunities Senior Application Developer Cloud Operations & Automation

Wawanesa Insurance


Job Location:

Toronto - Canada

Monthly Salary: $ 90000 - 115000
Posted: 28 August 2026 (8 days ago)
Application Deadline: 25 November 2026
Vacancies: 1 Vacancy

Job Summary

Job ID:10275


Employment Type:
Existing Role

Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote may work from any of the following locations: Winnipeg MB; Wawanesa MB; Vancouver BC; Calgary AB; Edmonton AB; Lethbridge AB; Toronto (North York) ON; Kitchener ON; Ottawa ON; Montreal QC; Quebec City QC Moncton NB; Dartmouth; NS.

Working Business Language:English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary business language utilized is English.

Salary: At Wawanesa salary is only one component of a holistic comprehensive and competitive offering that we provide to our addition to salary full-time and part-time permanent employees are eligible for an annual bonus plan leave of absence top-up programs and provided with generous vacation time personal days premium free benefits and pension plan.

The salary offered for this role is determined with consideration to various factors including but not limited to: your work location local labour market conditions external market salary data internal pay equity and the knowledge skills experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $90000 - $ with salary expectations outside of the range are still encouraged to apply.

About The Wawanesa Mutual Insurance Company
Founded in 1896 The Wawanesa Mutual Insurance Company is one of Canadas largest mutual insurers 100% owned by its members with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg Wawanesa is the parent company of Wawanesa Life which provides life insurance solutions throughout Canada and Western Financial Group a leading national distributor of personal and business March of 2026 Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.


Wawanesa proudly serves more than 1.8 million members and we are home to more than 3000 employees across Canada. The company actively gives back to organizations that strengthen communities donating more than $4 million annually to charitable organizations including more than $2 million each year in support of people on the front lines of climate change. Learn more at .

We are currently looking for dedicated driven and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.

Job Overview

Working under minimal supervision this role contributes to Wawanesas success by designing building supporting and enhancing cloud-based business applications operational platforms and automation solutions. The role combines application development cloud engineering DevOps and technical leadership to improve operational efficiency system reliability and developer productivity.

This position serves as a senior technical resource within the Application Delivery team acting as a subject matter expert for cloud platforms enterprise integrations operational automation and production support. The role leverages modern technologies including AI-assisted solutions to improve incident diagnosis operational processes system observability and team effectiveness while ensuring secure scalable and resilient business systems.

Job Responsibilites
  • Design develop test and support software solutions across cloud platforms integrations operational tooling 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-enabled technologies to enhance incident diagnosis troubleshooting operational support knowledge discovery and developer productivity.
  • Configure maintain and enhance cloud-based application environments and supporting platform services.
  • Design and implement integrations across 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 materials.
  • Mentor Application Developers promote knowledge sharing and provide technical leadership across the team.
  • Research and recommend emerging technologies tools and practices that improve operational effectiveness and application delivery.
  • Perform other duties as assigned.
Qualifications
  • Completion of a post-secondary degree or diploma in Computer Science Software Development Computer Engineering Information Technology or equivalent experience.
  • 7 years of practical experience in software development cloud engineering DevOps or enterprise application delivery.
  • Strong experience 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 tooling.
  • Experience with monitoring logging observability and production support practices.
  • 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.
  • Demonstrated 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 (SRE) practices.
  • Experience building AI-powered operational tools automation frameworks or internal productivity solutions.
  • AWS Guidewire or other relevant cloud certifications.
  • Experience working within the insurance industry.

#LI-JB3 #LI-Hybrid


Diversity Equity Inclusion& Belonging

At Wawanesa we are committed to Diversity Equity Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people this is supported by having a representative workforce.

We welcome applications from all qualified candidates including racialized persons women Indigenous Peoples persons with disabilities members of the 2SLGBTQIA community gender-diverse and neurodiverse individuals and anyone who can contribute to the further diversification of thought and ideas.

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process please reach out in confidence to .

All Wawanesa job applicants are subject to Wawanesas .

Please note that the recruitment process for this position may involve the use of AI tools to screen assess or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.


Required Experience:

Senior IC


About Company

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Wawanesa Insurance offers affordable rates for homeowners, home, renters, car insurance and more in the U.S. Get a free insurance quote online to see how much you can start saving!

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