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Legacy Developer Jobs in Toronto, ON (NOW HIRING)

Veriday Inc.

Lead DevOps Engineer

Toronto, ON · On-site

Experience migrating deployment automation from legacy DevOps platforms (preferably IBM UrbanCode Deploy ) to modern deployment orchestration platforms such as Octopus Deploy. * Proficiency in Groovy ...

Veriday Inc.

Lead DevOps Engineer

Toronto, ON · Hybrid

Experience migrating deployment automation from legacy DevOps platforms (preferably IBM UrbanCode Deploy) to modern deployment orchestration platforms such as Octopus Deploy. * Proficiency in Groovy ...

Flexstaf IT

Senior Web Developer

Toronto, ON · On-site

Legacy Refactoring & Security: Identify performance bottlenecks in web applications and web ... Experience with Git, Azure DevOps, or Team Foundation Server (TFS). Preferred Qualifications

Omers

DevOps Engineer

Toronto, ON · On-site

Role Summary The DevOps Engineer will join the Software Engineering team that leads the delivery of ... Supporting the migration of legacy applications to containerized platforms, including deployment ...

Datastealth

Senior DevOps Engineer

Mississauga, ON · On-site

... legacy systems to cloud. Wherever your data lives or flows, we protect it using the latest ... About You: We are looking for a skilled DevOps Engineer to join our team and help streamline ...

DataStealth

Senior DevOps Engineer

Mississauga, ON · On-site

Our patented technology gives our large enterprise customers a paradigm-shifting way to solve the data security problems that legacy approaches cannot. About You: We are looking for a skilled DevOps ...

Scotiabank

Developer

Scarborough, ON · On-site

Developer (ABM Domain) The Developer (ABM Domain) role reports to the Senior Manager, Engineering ... Participate in the modernization of legacy applications into cloud-native microservices running on ...

Jay Analytix

Python Developer

Toronto, ON · On-site

Migrating legacy JS front-end to latest platform * Build reusable components and libraries for ... Collaborate with front-end developers to ensure seamless integration. General Development: * Write ...

Jay Analytix

Python Developer

Toronto, ON · On-site

Migrating legacy JS front-end to latest platform * Build reusable components and libraries for ... Collaborate with front-end developers to ensure seamless integration. General Development: * Write ...

KEV Group

DevOps

Toronto, ON · On-site

About the Role We are hiring a DevOps Engineer to help modernize, automate, and scale the ... Modernize legacy systems incrementally, moving toward more automated and cloud-native approaches ...

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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.

Lead DevOps Engineer

Toronto, ON • On-site

Veriday Inc.
See more jobs at Veriday Inc.external

Contractor

Re-posted 14 days ago

Job description

We are seeking a dynamic and technically strong Lead DevOps Engineer who thrives in fast-paced environments and enjoys leading initiatives that drive operational excellence. As a Lead DevOps Engineer, you will play a critical role in bridging the gap between development and operations, ensuring that our applications are built, tested, and deployed with speed, reliability, and compliance with the Enterprise security standards. A key focus of this role is leading the migration of deployment automation from IBM UrbanCode Deploy (UCD) to Octopus Deploy, including the review and conversion of existing Groovy-based deployment scripts into optimized Octopus Deploy solutions, rigorous testing, production enablement, and continuous improvement of enterprise CI/CD capabilities.

This is a 6-month contract, hybrid position with the potential for extension. The successful candidate is expected to work from our Toronto office three days per week.


What will you do? 

  • Lead the design and development of key features for the Helios CI/CD pipeline – VM and Mainframe platforms
  • Lead the migration of CI/CD deployment pipelines from IBM UrbanCode Deploy (UCD) to Octopus Deploy, ensuring alignment with enterprise DevOps standards.
  • Review, analyze, and refactor existing UCD deployment scripts and workflows, translating them into Octopus Deploy processes and automation frameworks.
  • Develop, test, and optimize deployment automation in Octopus Deploy using C# and modern DevOps practices.
  • Validate migrated pipelines through rigorous testing and ensure successful execution in production environments.
  • Drive continuous improvement initiatives by identifying opportunities to simplify, standardize, and optimize deployment processes during the UCD-to-Octopus transition.
  • Collaborate with development, infrastructure, and release management teams to ensure smooth deployment operations and production readiness.
  • Troubleshoot and resolve deployment, automation, and release-related issues across distributed and mainframe environments.
  • Contribute to CI/CD platform governance, security, reliability, and operational excellence.

What do you need to Succeed?


  • Minimum 7 years of developer experience with a deep understanding of DevOps Principles and best practices for CI/CD, including designing at an Enterprise scale
  • Experience migrating deployment automation from legacy DevOps platforms (preferably IBM UrbanCode Deploy) to modern deployment orchestration platforms such as Octopus Deploy.
  • Proficiency in Groovy scripting with experience reviewing, maintaining, and refactoring existing automation scripts.
  • Strong development experience in C# with the ability to build and optimize deployment automation within Octopus Deploy.
  • Experience designing, testing, and deploying production-ready release automation solutions.
  • Deep understanding of DevOps principles, Infrastructure as Code, deployment orchestration, and release management best practices.
  • Understand configuration as code, RBAC, and working within the Mainframe environment from modern deployment platforms
  • Experience with DevOps tools, platforms, and interfaces:  Jenkins, UCD, Github, Github Actions, JFrog Artifactory, Hashicorp Vault, Ansible, Octopus Deploy
  • Proficient with Java, Python, Typescript, Groovy, YAML, NPM
  • Experience with deploying to cloud platforms:  OCP, Azure, AWS
  • Highly proficient with IBM Developer for z/OS (IDz).
  • Experience with Mainframe utilities and platforms:  ISPF, TSO, Mainframe Filesystems, JES, Endeavor

We offer a competitive hourly rate, a casual workspace, and great people to collaborate with. If this job sounds perfect for you, please apply.