F
CAD 90000–120000/yr

AI Adoption & Enablement Specialist

CanadaCanada·MississaugaOffice Full-timemid
OtherEnablement Specialist
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Quick Summary

Key Responsibilities

who gets access when, what they need to know first, and what has to be true before you move to the next group. Find the friction first. Sit with a team, map how the work really flows,

Technical Tools
OtherEnablement Specialist
At Flynn, it's not just a job, it's a career

We are saying it first because the job is about getting technology to land with people where they actually work: at desks in our offices, and in our shops and on job sites. That is hard to do from a distance, and we would rather let you know now than three interviews in.

Flynn installs and services roofing, glazing and architectural metals across North America. Many of our people do not sit at a desk. 

We are rolling AI out across the business right now. Claude Enterprise, ChatGPT Enterprise and Microsoft Copilot are the tools. An AI Steering Committee and an AI Tools Policy are in place; the rest of the governance is being built as we go. 

This role exists because a rollout is not a license purchase. We need someone whose whole job is getting that capability into people’s hands and genuinely used: a project coordinator, a shop foreman, a service dispatcher opening it on a Tuesday morning because it saves them an hour. 

Most of that is enablement. But not all of it. As the rollout reaches people, the requests start: someone wants a tool for a specific job, a team thinks AI could solve something. You will be the person those land with. You will take them in, work out how each one fits our existing frameworks and the tools we already have, decide what is genuinely worth doing, and then help build the ones that are. 

So, there is real administration here, and real building. What there is not, is a job that stops at "the licenses are assigned." 

You will sit in IT and report directly to our VP of Information Technology. No layers between you and the person who owns this. 

What we offer:
  • Funded training and development program  
  • Subsidized in-house cafeteria and gym   
  • Dental and supplemental medical plan  
  • RRSP contributions  
  • Employee and Family Assistance Program  
  • Free parking and EV Charging facility   
  • Family Events and Flynn Fest  
  • Sports Sponsorship Program  
  • Rogers Preferred Program  
  • Perkopolis Retailer Discounts 

Responsibilities

~1 min read
  • Get the tools into people’s hands. Plan and run the rollout, group by group: who gets access when, what they need to know first, and what has to be true before you move to the next group. 

Nice to Have

~1 min read
  • Hands-on with Power Automate. We use it, and some of what you build will land there, but it is a part of this job, not the centre of it 

  • Microsoft 365 platform depth: SharePoint Online, Teams, governance. You will work alongside the team that administers our tenant; you do not need to be that person 

  • Familiarity with construction applications: Bluebeam, Autodesk (Revit, Inventor, Vault) 

  • Any construction, manufacturing or industrial background 

We mean it about these being optional. We looked hard at who succeeds in this kind of role and the tooling turned out to be the most learnable part. If you have run adoption well somewhere else, apply. 

  • This is a second seat. You will work alongside someone already doing change management and transformation here, so you will not be starting alone, but you also will not be handed a finished playbook. 

  • The decisions are made; the machinery is not built. The tools are chosen, the committee exists, the policy is written. What does not exist yet is the intake, the material and the measurement. If you want a program to inherit and optimize, this is not it. If you want to build those three things, it is. 

  • We are a trades business. The technology is in service of people building physical things. If that sounds like a constraint rather than the interesting part, this is not the role.  
#LI-AD1
 

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.
Disclosure: We use an AI-powered system to initially screen resumes.  However,  all applications/resumes are also reviewed by our team of Human Resources and Talent Acquisition Professionals to ensure a fair and thorough evaluation in determining a candidate’s potential fit for a role they applied to.
This posting is for an existing vacancy within the organization.

Location & Eligibility

Where is the job
Mississauga, Canada
On-site at the office
Who can apply
CA

Listing Details

Posted
August 13, 2026
First seen
August 13, 2026
Last seen
August 14, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
79%
Scored at
August 13, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
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AI Adoption & Enablement SpecialistCAD 90000–120000