Manager, Custom Applications

Flynn Group of Companies•Mississauga, ON

5d•CA$170,000 - CA$200,000•Onsite

About The Position

Manager, Custom Applications to lead our in-house software development team from our Mississauga office. Here at Flynn, youâ€™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. Youâ€™ll work in a technologically challenging, fast-paced environment where your leadership, communication, and technical judgment will shape how our applications evolve. Youâ€™ll enjoy excellent benefits, a genuine commitment to work/life balance, funded training, and the ability to be recognized for your talent. Our Development Team is a collaborative team that works closely together to solve hard problems and deliver testable, high-quality, secure software. Weâ€™ve built a collection of mobile and web applications, primarily for internal users but also some external-facing products. The team youâ€™ll lead has grown well beyond its original size and today includes experienced developers and dedicated quality-assurance professionals working across multiple applications.

Requirements

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 â€œwhyâ€ behind priorities and to give honest, specific feedback.
Demonstrated ability to organize and execute work independently and effectively within deadlines.
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.

Nice To Haves

Experience with a modern issue-tracking and collaboration toolset such as Atlassian Jira and Confluence is an asset.

Responsibilities

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.
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
Bring a deep technical background (ideally7+ years of hands-on coding) so you can read code, participate in architectural discussions, and earn the teamâ€™s trust.
Stay close enough to the work to jump into production escalations, help analyze a situation, and weigh risk against reward.
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.
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.
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.
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.