IT Systems Administrator

Craving a challenging and rewarding career in a place you actually love? Perfect. Demetres was founded in 1989, and we're the premier destination for desserts in Toronto. With our 12 restaurant locations, 5 ice cream boutiques, our own central production facility, and a growing retail CPG presence, we are innovators in our field. For decades we have set the very definition of dessert experience. Our greatest years are yet to come, and we're looking for the best people to take us there.

About The Role

We're looking for an IT Systems Administrator who is a pro at automation, building the scripts, integrations, and internal tools we use every day. At the same time, this is a high ownership, deeply hands-on role for a technical generalist.

That ranges from the POS terminal dropping offline at 9:30 PM on a packed Saturday to the new GM needing their account provisioned before their first shift, all the way to the automation that replaces a manual check nobody should still be doing. We need someone who can identify problems, fix them, and design the systems that keep them from coming back.

You'll work in a small tech team alongside our existing IT teammate, who covers a lot of the day-to-day support and hardware ground with you, and you'll partner closely with our maintenance and operations teams. You'll report into senior leadership, and you'll be trusted to ensure everything runs efficiently.

Key Responsibilities

• Build internal tools and automations that remove manual work. Python, Google Apps Script, JavaScript, AI-assisted code, whatever fits the problem. Small tools that quietly save hours every week are the highest-value thing you can do here
• Support the accuracy and consistency of core data recipes, inventory, labour rules. You'll make them accurate, consistent, and actually useful, including the reporting and dashboards that leadership and store teams rely on
• Own the end-user environment. Windows and Mac hardware, Microsoft 365, Google Workspace, and our core SaaS platforms provisioning, access, and support
• Maintain and support our POS infrastructure (Oracle Simphony), including POS backend servers and front-of-house terminals across all locations
• Manage our networks across every site. Patch panels, switches, LAN, wireless access points, and site-to-site VPNs.
• Be reachable during restaurant hours, including evenings and weekends. This is real and worth being clear about: our stores run late, and when something breaks mid-service it's a guest-experience problem, not a ticket. The vast majority get resolved remotely over Slack or a quick FaceTime call, but the expectation of availability is genuine
• Write things down. SOPs, documentation, and training resources, so our systems are operable by more than one person including the tools you build

Required Skills and Qualifications

• Comfort working with APIs, data, and other people's systems reading documentation, handling auth, dealing with formats that clash, and getting two platforms to talk
• Enough hands-on technical range to be comfortable with hardware, workstations, and admin consoles, and the proven ability to learn when confronted with something new
• The independence to locate issues and work without a roadmap.
• Access to reliable transportation; this role is based out of our head office but requires regular travel to our locations across the GTA

The X-Factor (What Really Gets Us Excited)

• You fix things permanently. When something breaks twice, you treat the second time as a design problem, not a support ticket
• You automate yourself out of your own busy work, and then go find more interesting problems to work on
• You think in systems and SOPs, not heroics. The goal isn't to be the only person who knows how something works
• You're equally happy in a terminal window, in a network closet, and in a meeting with senior leadership

Here's what you get from us

• Real autonomy over the entire technology environment of a vertically integrated dessert company, and unusual freedom to decide what to build
• Variety no two days are the same, and the surface area is genuinely large
• Ownership you can point at. The tools you build here will be used by hundreds of people, daily, for years
• A collaborative, no-politics environment with a small senior team
• Working for a brand that delivers happiness (people gush when you tell them where you work)
• A healthy and flexible work-life balance, with a supportive management team

Our Corporate Head Office is in Vaughan, located on Strada Drive near Highway 7 & Pine Valley (close to Hwy 400 & Hwy 407). This role is full time and predominantly based out of our head office, and will require visits to our Demetres and Scooped by Demetres locations across the GTA.

To Apply

Please submit a resume and a brief cover letter where you tell us a little about what you'd like to bring to our small team. If you've built internal tools, automations, scripts, or documentation you're proud of, show us - a repo, a screenshot, a description of the problem and what you did about it. Anything that will tell us more than a list of technologies. Fit matters to us, as we know having the right person will make a world of difference.

Thank you!

Please note, while we appreciate all candidates, only those chosen for an interview will be contacted.