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Legacy Developer Jobs in Toronto, ON (NOW HIRING)

The Role We are seeking an experienced Senior IBM InfoSphere DataStage Developer to join a large-scale credit card platform migration programme from a legacy Hogan environment to Fiserv's Optis ...

Every new customer arrives with a decade of legacy data, an incumbent system to migrate off, and ... You are our first Forward Deployed Engineer. You will define the role, the playbook, and the bar ...

ServiceNow Senior Developer

Markham, ON · Remote

CA$84K - CA$128K/yr

The Senior ServiceNow Developer is responsible for building, configuring, and extending the ... legacy tool transitions (e.g., SysAid to ServiceNow), as well as the enablement of automation and ...

ServiceNow Senior Developer

Toronto, ON · Remote

CA$84K - CA$128K/yr

The Senior ServiceNow Developer is responsible for building, configuring, and extending the ... legacy tool transitions (e.g., SysAid to ServiceNow), as well as the enablement of automation and ...

ServiceNow Senior Developer

Oakville, ON · Remote

CA$84K - CA$128K/yr

The Senior ServiceNow Developer is responsible for building, configuring, and extending the ... legacy tool transitions (e.g., SysAid to ServiceNow), as well as the enablement of automation and ...

As a Software Engineer (ETL Development focus) within Client Systems, Canadian Banking Engineering ... Lead and contribute to the migration of legacy ETL workloads to modern frameworks (e.g. Spark

Indirect Summary As a QA Engineer, you will ensure the quality and reliability of our core Supply ... Occasionally support the application rewrite project by testing legacy Java features to ensure ...

Showing results 41-60

Legacy Developer information

What is a legacy developer?

A Legacy Developer is a software professional who specializes in maintaining, updating, and sometimes migrating older or outdated software systems, often referred to as 'legacy systems.' These systems may have been built using programming languages, frameworks, or architectures that are no longer widely used or supported. Legacy Developers ensure that these crucial systems continue to function properly, address any security vulnerabilities, and help organizations transition to newer technologies when necessary. Their work is vital for businesses that rely on stable and continuous operation of longstanding software.

What are the key skills and qualifications needed to thrive as a legacy developer, and why are they important?

To thrive as a Legacy Developer, you need strong programming skills in older languages such as COBOL, Fortran, or RPG, along with a solid understanding of legacy system architectures and business processes. Familiarity with mainframe environments, version control systems, and sometimes specific certifications like IBM-certified professional are typically required. Excellent problem-solving, attention to detail, and communication skills help Legacy Developers effectively troubleshoot issues and translate between modern and legacy systems. These abilities are crucial for maintaining critical business operations, ensuring data integrity, and supporting system migrations or integrations.

What are some common challenges faced by legacy developers when maintaining and updating older codebases?

Legacy Developers often encounter challenges such as working with outdated programming languages, limited or missing documentation, and complex dependencies that have evolved over time. They may also need to address security vulnerabilities or compatibility issues that arise when integrating with newer systems. Strong problem-solving skills and patience are essential, as troubleshooting and refactoring legacy code often require a deep understanding of both the original design and current business needs. Collaboration with business analysts and other developers is key to ensuring updates align with organizational goals.

What is the difference between Legacy Developer vs Software Engineer?

AspectLegacy DeveloperSoftware Engineer
Required CredentialsOften requires experience with older programming languages and systems, sometimes certifications in legacy systemsTypically requires a degree in computer science or related field, with certifications in modern programming languages
Work EnvironmentWorks mainly on maintaining, updating, and troubleshooting legacy systemsDesigns, develops, and maintains new software applications and systems
Employer & Industry UsageCommon in industries with long-standing legacy systems like banking, government, and manufacturingWidely used across tech companies, startups, and enterprises for new and existing projects

While both roles involve software development, Legacy Developers focus on maintaining and updating older systems, whereas Software Engineers typically work on creating new software solutions. Understanding these differences helps in choosing the right career path or job search focus.

What is legacy software development?

Legacy software development involves maintaining, updating, or modifying outdated or existing software systems that were built with older technologies. Developers working in this area often focus on ensuring compatibility, fixing bugs, and gradually modernizing the codebase using tools like version control and programming languages suited for legacy systems.
Infographic showing various Legacy Developer job openings in Toronto, ON as of September 2026, with employment types broken down into 100% Full Time. Highlights an 50% In-person, and 50% Hybrid job distribution.

Collaboration & AI DevOps Engineering Specialist (Microsoft 365 & CoPilot)

Toronto, ON

The Canada Life Assurance Company
Insurance Services • 10K+ employees

CA$75K - CA$95K/yr

Full-time, Part-time

Medical, Dental, Life, Retirement

Posted 17 days ago


Job description

Permanent Full Time 

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We are seeking a Collaboration & AI DevOps Engineering Specialist with a strong technical background to design, build, operate, and continuously improve our Microsoft 365 collaboration platform and to evolve our AI CoPilot implementation. This role combines engineering, and operational excellence to deliver secure, scalable, and highly available collaboration services across Exchange, Microsoft Teams, SharePoint, and Microsoft 365 Copilot. 

The ideal candidate will bring 5+ years of hands-on experience in enterprise collaboration technologies and DevOps practices, enabling modern workplace productivity through automation, governance, and platform optimization and have an in-depth knowledge of Microsoft CoPilot. 

Key Responsibilities:

Platform Engineering & Operations:

  • Design, implement, and manage Microsoft 365 solutions including CoPilot, Exchange Online, Teams, SharePoint Online, and OneDrive. 

  • Provide end-to-end ownership of collaboration services including provisioning, configuration, monitoring, and lifecycle management 

  • Manage tenant configuration, identity integration (Entra ID), and service health monitoring 

  • Lead incident, problem, and change management processes 

DevOps & Automation:

  • Build and maintain automation frameworks using PowerShell and scripting tools 

  • Drive continuous improvement through automation and reduce manual operational effort 

  • Integrate solutions using APIs including Microsoft Graph 

Collaboration Platform Delivery:

  • Engineer and support Microsoft Teams, SharePoint, Exchange, and Copilot solutions 

  • Deliver migrations and modernization from legacy systems 

Security, Governance & Compliance:

  • Implement security controls, compliance policies, and data protection 

  • Align platform operations with governance and audit requirements 

  • Collaborate with security and compliance teams 

Stakeholder Collaboration:

  • Partner with business units to deliver collaboration solutions 

  • Act as a subject matter expert and support adoption initiatives 

Required Skills & Experience:

  • 5+ years of experience in Microsoft 365 engineering or DevOps roles 

  • Strong expertise in Teams, SharePoint, and Exchange Online 

  • Experience with automation (PowerShell, scripting, automation tooling) 

  • Knowledge of Azure and DevOps tools (Azure DevOps, GitHub) 

  • Understanding of identity and access management (Entra ID) 

  • Experience with Microsoft CoPilot 

Preferred Qualifications:

  • Familiarity with additional Microsoft products is an asset 

  • ITSM tools ServiceNow 

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The base salary for this position is between $75,000 - $95,000 annually. This represents base salary only and does not represent other variable compensation components of our total compensation ( i.e. annual bonus, commission etc). If you are selected to move forward in our recruitment process, your recruiter will be able to discuss additional details of our total rewards program with you.

Career opportunities will be open a minimum of 5 business days from the date of posting, closing dates will vary depending on the search activity. All applications received will be reviewed on a rolling basis.

Grow with Canada Life 

We're united by a shared purpose: to improve the financial, physical and mental well-being of Canadians. Our company is trusted by 1 in 3 Canadians and contributes to the strength of communities across the country.  

We're looking for people who live our values everyday: we step up, we do the right thing, and we deliver - for our customers, communities and each other. Are you someone who always strives to do the right thing, who steps up for themselves and others, and who delivers with impact? Then we want to hear from you! 

What we offer:  

We're committed to supporting our employees through every stage of their career. Here's what you can expect as a full-time or part-time permanent team member: 

  • Career Development: Opportunities for career advancement, access to industry-leading learning programs and up to$2,000 annually towards education reimbursement. 
  • Health & Wellness:Flexible health and dental benefits, plus a $5,000 mental health benefit to support your well-being. 
  • Time Off:In addition to regular vacation and personal days, we support community involvement with a volunteer day. 
  • Financial Security:Company-matching pension plan,share ownership program and additionalinvestment options. 
  • Rewards and Recognition: Employee recognition programs, service milestone celebrations, employee discounts and more!  
  • Emphasis on Community: We provide a workplace where employees feel connected and supported through Employee Resource Groups (ERGs), mentorship programs, social clubs and events.  

Learn more about Canada Life.  

We're committed to removing barriers and ensuring equal access to employment. Applicants requiring reasonable accommodation during the application process may contact  talentacquisitioncanada@canadalife.com. All information provided will be handled in accordance with applicable laws and Canada Life policies.  

Canada Lifewould like to thank all applicants, however only those who qualify for an interview will be contacted

#LI-Hybrid