$90,000 - $110,000 a year - Office Full time

Flynn Group of Companies is seeking an experienced Roofing Superintendent to join our Mississauga Branch and support commercial roofing projects across the GTA.

This is a hands‑on leadership role responsible for overseeing field operations, supporting crews, maintaining client relationships, and ensuring projects are completed safely, efficiently, and to Flynn standards. The ideal candidate will have strong commercial roofing experience and be able to hit the ground running.

What We Offer

Company vehicle + gas card

Branch and team social events

Ongoing training through Flynn University and eLearning

Competitive compensation and comprehensive benefits, including Dental and supplemental medical plans, Vision care, Life insurance, RRSP matching program, Employee & Family Assistance Program

A Day in the Life

Scheduling and coordinating roofing crews and manpower

Monitor, approve, and track labour hours

Communicate daily with crews, management, general contractors, consultants, and subcontractors

Review blueprints, drawings, and project specifications

Attend project meetings, including handoff, pre-start, and site meetings

Conduct site visits and resolve job site challenges

Ensure all safety requirements, field reports, and site documentation are completed and up to date

Coordinate equipment, materials, and site logistics

Managing productivity,



project execution, and contractual performance

Coach and mentor field crews

Requirements

3-5+ years of commercial roofing experience

Strong knowledge of commercial roofing systems

Ability to read and interpret blueprints and specifications

Strong communication, organizational, and problem‑solving skills

Basic computer proficiency

Valid G driver's license

Valid Working at Heights certification

Ability to pass a criminal background check

Flynn Group of Companies is the leading trade contractor in North America that works on virtually every aspect of a building’s outer layer, including Roofing, Glazing, Waterproofing, and Architectural Metals. The foundation of our award‑winning success is having the right people on our team.

This posting is for an existing vacancy within the organization.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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📌 Roofing Superintendent (Winnipeg)
🏢 Flynn Group of Companies
📍 Winnipeg