Flynn Group of Companies

AI Adoption & Enablement Specialist

Flynn Group of Companies · Mississauga, ON
Mississauga, ON $90K–$120K Posted 2026-08-13
Salary
$90K–$120K
Type
Full-time

At Flynn, it's not just a job, it's a career

Before You Read Further
This role is on-site in Mississauga, five days a week.Not hybrid. Not flexible on that point.
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.
The Job
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
What You Will Actually Do
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.

#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.

$60K — 10th pctl $230K — 90th pctl
This role’s midpoint $105K vs. market median $125K for Operations roles
-15%
below median
Based on 18,000+ Operations roles with disclosed salary ranges tracked on NewJob.
Flynn Group of Companies

Flynn Group of Companies

Construction · Private · Mississauga, Canada

Stage & Valuation
Private
Open roles on NewJob
Most hiring in
Operations (55) · BizOps (8) · Engineering (5)
Flynn Group of Companies is a leading commercial roofing and cladding contractor in North America, providing total building envelope contracting services for institutional, commercial, and industrial construction.
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