Careers / Open Role
Technical Account Manager
Location: Greater Toronto Area · Hybrid
Type: Full-time
Reports to: [TBD]
Type: Full-time
Reports to: [TBD]
About Wingman
Wingman is a managed IT services provider headquartered in the Greater Toronto Area, supporting growing businesses across Ontario. We work with companies that have outgrown break-fix IT but aren't looking to hand their technology to a faceless national provider. The work we do reflects that — structured, accountable, and built around the way each client actually operates.
About the role
The Technical Account Manager is a hybrid role — part senior advisor, part strategic partner. You'll own the long-term relationships with a portfolio of clients, leading the strategic conversations about where their technology is going, what investments make sense, and how their environment should evolve.
This role requires both real technical depth and the relational skills to translate it. You're the person clients turn to when they need a recommendation they can trust — and the one making sure Wingman's technical team is delivering work that matches what the business actually needs.
What you'll be doing
- Leading strategic client relationships across a portfolio of accounts — including quarterly reviews, planning conversations, and long-term roadmaps
- Translating technical work into business-relevant recommendations clients can act on
- Running technology assessments and identifying opportunities to improve, modernize, or secure client environments
- Working closely with internal technical teams to scope projects, plan implementations, and ensure recommendations are delivered well
- Owning client retention and growth across your portfolio
- Coordinating with leadership to align client work with Wingman's broader strategic priorities
- Maintaining detailed account documentation and client history
- Acting as the senior point of contact for major escalations across your accounts
What we're looking for
- 5+ years of experience in a client-facing technical role — technical account management, senior systems administration, or solutions consulting in a managed services environment
- Strong technical foundation across Microsoft 365, networking, cybersecurity, cloud platforms, and infrastructure fundamentals
- Demonstrated ability to translate technical work into business outcomes clients understand and value
- Experience leading strategic client conversations, quarterly reviews, technology roadmaps, project planning
- Comfort owning the commercial side of client relationships, including expansion and retention
- Clear written and verbal communication skills, with the ability to flex tone based on audience
- A track record of taking ownership of accounts, including the parts no one else picks up
- Genuine respect for clients, colleagues, and the craft
What we offer
- Competitive compensation, reflective of experience
- Comprehensive benefits package
- Hybrid work model, with regular in-person collaboration in the GTA
- A team that takes the work seriously and invests in the people doing it
How to apply
Send your resume and a short note about why this role interests you to careers@wingmansolutions.com.
We review every application personally. If your background is a fit, we'll be in touch within two weeks.