Flynn Group of Companies, North America’s fastest growing and leading building envelope contractor, is looking for a Manager, Custom Applications to lead our in-house software development team from our Mississauga office.
Here at Flynn, you’ll have the opportunity to lead a talented team delivering a portfolio of mobile and web applications that produce real, measurable results for the business. You’ll work in a technologically challenging, fast-paced environment where your leadership, communication, and technical judgment will shape how our applications evolve. You’ll enjoy excellent benefits, a genuine commitment to work/life balance, funded training, and the ability to be recognized for your talent.
Imagine taking your career to the next level, where your leadership empowers a team to deliver their best, and where your work directly improves the productivity of thousands of people in the field and across the business every day.
Our Development Team
We are a collaborative team that works closely together to solve hard problems and deliver testable, high-quality, secure software. We’ve built a collection of mobile and web applications, primarily for internal users but also some external-facing products. The team you’ll lead has grown well beyond its original size and today includes experienced developers and dedicated quality-assurance professionals working across multiple applications.
The Role
Reporting to the Director, Applications, the Manager, Custom Applications leads the delivery of Flynn’s portfolio of internal and external mobile and web applications. You will lead a team of 14 developers and 3 quality-assurance analysts; overseeing the end-to-end development lifecycle across multiple concurrent products.
This role exists to turn business-prioritized work into well-planned, high-quality, tested releases, while empowering an experienced team to own their craft, their development processes, and Flynn’s technical-debt posture. Success is measured by the business value your team delivers and by a team that is performing, continually upskilling, and trusted to make decisions.
You will partner closely with our Business Analysis team, who own analysis and product-owner responsibilities and hand over business-prioritized work. Your focus is delivery: organizing that work with your senior developers, balancing it against the technical priorities your team surfaces, and driving it through to release. You will make the call on the minimal viable release, and once a decision is made to build something, you commit to it and put the right guardrails in place.
You’ll need to zoom in on detailed technical questions with your developers and zoom back out to build the tactics that deliver on our overall strategy. You will keep quality assurance independent in how it plans and reports its outcomes, so that testing is never influenced by the development team.
Delivery Management
Own sprint planning and execution across the application portfolio, with your senior developers driving planning sessions and advocating for what goes into each release.
Make minimal-viable-release decisions, sequence work realistically, and commit to what the team takes on.
Ensure that when work reaches leadership for a go/no-go decision, it carries enough context to act on.
Lead development teams to translate business goals into scalable technical solutions by partnering with IT leads and business analysts to build technical roadmaps, guide the teams to define system architecture, and drive adoption of emerging technologies.
Run the daily stand-up and keep delivery visible and on track.
People Leadership and Team Development
Lead, coach, and develop a team of 11 developers and 3 quality-assurance analysts.
Maintain learning-and-development plans with each team member and hold regular touch-point meetings.
Proactively identify and close skills gaps, and plan internal and external resourcing for the skills Flynn will need in the future.
Hold a clear vision of where the application landscape should go next, and structure and guide the team to perform.
Build and drive adherence to standards for systems development and secure architecture
Technical Credibility and Escalation Support
Bring a deep technical background (ideally7+ years of hands-on coding) so you can read code, participate in architectural discussions, and earn the team’s trust.
Stay close enough to the work to jump into production escalations, help analyze a situation, and weigh risk against reward.
Technical-Debt and Tooling Stewardship
Own a framework for managing technical debt across the portfolio.
Track SDK and tooling lifecycle and stay ahead of components approaching end-of-support or end-of-life.
Coordinate reviews with vendor professional-services teams to validate how Flynn has configured its tools.
Lead the analysis of when to remediate in place versus adopt an alternative, with your senior developers driving the pieces.
AI-Enabled Features
Identify and deliver forward-looking AI capabilities into the application portfolio.
Do so in a cost-conscious way that adds value to the business without overextending the budget.
Bring initiative and practical ideas to this area rather than waiting for direction.
Collaboration with Business Analysis and Quality Assurance
Partner with the Business Analysis team on prioritized work, delivery capacity, and splitting releases when scope exceeds capacity.
Participate in business roadmap planning to keep the forward-looking product direction aligned.
Maintain the independence of quality assurance within your team so testing outcomes are objective.
Quality and Engineering Discipline
Ensure testing is built into software development from the start.
Ensure the team uses peer-review processes so that high-quality code is written.
Ensure security is considered throughout development and tested frequently.
How You’ll Approach the Role
Change is expected in this role, and things will need to evolve. What matters is how you approach that change: openly, tactically, and by bringing the team with you. You will earn buy-in on how things change rather than arriving with a fixed plan to rebuild everything at once. You are as comfortable making a pragmatic, prioritized call on a piece of work as you are thinking about the bigger picture. You encourage continuous improvement through the adoption of best practices, team development, and practical innovation. With a balance of technical expertise and people leadership, you help deliver successful development outcomes that support both current priorities and future business objectives.
Our Technology
You will be joining a live modernization effort, not a greenfield project. You should be comfortable working across an established stack while helping guide the team toward our target architecture.
Our current stack is built on C# and .NET, delivered on-premises and via Microsoft Azure and Amazon AWS, with SQL Server, MySQL, and MongoDB for databases, ASP.NET and JavaScript (Angular, KendoUI) on the web, and Xamarin (C#), Swift, and Java on mobile. We are moving toward native mobile development with iOS (Swift / SwiftUI, and UIKit) and Android (Kotlin / Jetpack Compose), and adding PostgreSQL to our database layer.
Skills and Qualifications
A university degree, preferably in Computer Science, Engineering, or Business Administration.
Several years of experience leading technical teams, ideally including time as a senior developer, team lead, or development manager.
Deep, hands-on software development background with the ability to read code and contribute to architectural discussions.
Familiarity with AI-powered development tools such as GitHub Copilot, Claude Code, or similar
Experience managing developers and quality-assurance professionals in commercial application development or a large enterprise environment.
Strong understanding of the software development lifecycle and Agile practices (Scrum, Kanban).
Solid understanding of architecture and design principles for n-tier applications, microservices, SaaS applications, data integration, reporting, dashboards, and web-based applications.
Experience managing technical debt, tooling lifecycles, and vendor relationships.
Experience with a modern issue-tracking and collaboration toolset such as Atlassian Jira and Confluence is an asset.
Outstanding communication skills, with the ability to explain the “why” behind priorities and to give honest, specific feedback.
Demonstrated ability to organize and execute work independently and effectively within deadlines.
About You
You empower your team to own their work and make decisions, and you focus on outcomes rather than activity.
You protect your team from organizational distractions and pressure, and you remove obstacles quickly.
You make timely, informed decisions, own the outcomes, and adjust when new data emerges.
You are passionate about building your team and about delighting the people who use what you build.
You are curious, willing to question the status quo, and comfortable giving and receiving constructive feedback.
You thrive in a fast-paced environment where priorities shift with business needs. This is not a role for someone who prefers to work a single project end-to-end in isolation.
Skills Required
- University degree (preferably Computer Science, Engineering, or Business Administration)
- Several years of experience leading technical teams (team lead, senior developer, or development manager)
- 7+ years hands-on software development experience
- Deep familiarity with C# and .NET development
- Experience with cloud platforms (Microsoft Azure and/or Amazon AWS)
- Experience with relational and NoSQL databases (SQL Server, MySQL, MongoDB; PostgreSQL is a plus)
- Experience with web frameworks and front-end tech (ASP.NET, JavaScript, Angular, KendoUI)
- Mobile development experience (Xamarin or native iOS/Android — Swift, Java, Kotlin)
- Strong understanding of software architecture, n-tier apps, microservices, SaaS, data integration, reporting, and dashboards
- Proven experience managing technical debt, tooling lifecycles, and vendor/professional-services relationships
- Familiarity with AI-powered developer tools (e.g., GitHub Copilot, Claude Code)
- Solid understanding of SDLC and Agile practices (Scrum, Kanban)
- Experience working with issue-tracking and collaboration tools (Atlassian Jira and Confluence)
- Outstanding verbal and written communication and ability to give specific feedback
What We Do
Flynn Group of Companies is a leading North American building envelope trade contractor established in 1978. They specialize in institutional, commercial, and industrial construction, providing services such as roofing systems, glazing, curtain walls, architectural metals, and waterproofing. With over 6,000 employees across 35 locations, they focus on safety, operational excellence, and innovative building solutions to meet the complex needs of the modern construction marketplace.
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