A Team Worth Building A Career With.
The qualities that matter most.
There’s no single profile that fits every role at Wingman. But across every role we hire for, a few qualities matter more than anything else on a résumé:
Ownership.
Curiosity.
Communication.
Respect.
Not currently hiring.
We don’t have open roles posted right now. But we’re always interested in hearing from talented IT professionals who connect with our values.
SYSTEMS ADMINISTRATOR
Role Title: Systems Administrator
Location: Greater Toronto Area · Hybrid
Type: Full-time
Own the day-to-day technical work that keeps our clients’ environments running. You’ll handle support, maintenance, and the steady operational care that makes managed IT actually work — building the foundation our senior team relies on every day.
TECHNICAL ACCOUNT MANAGER
Role Title: Technical Account Manager
Location: Greater Toronto Area · Hybrid
Type: Full-time
Be the bridge between our technical team and our clients. You bring real technical depth and the relational skills to translate it — owning the strategic side of client relationships and making sure every recommendation is the right one for the business in front of you.
Think Wingman might be the right fit?
If you’ve read this far, you already have a sense of what Wingman is trying to be. If that resonates, apply for an open role, or send us a note about what you’d want to bring to the team.