You’ve kept IT running. Now it’s time to own it.
You’ve maintained systems you didn’t design. Managed tickets you didn’t create. Proposed improvements that got shelved because “it’s not in the budget” or “not a priority.” You know what good IT looks like, and you’re watching it not happen where you are.
Maybe your current company treats IT like a cost center. Maybe you’re buried in a large team and only get to touch your corner. Or maybe you’re at a firm that hasn’t upgraded its tech stack in five years, and you’re starting to wonder if your skills are aging with it.
You don’t want to manage a team yet. You want to
own something, end to end.
Be the person who decides how IT works, not just executes someone else’s plan. That’s exactly what this role offers.
What this role is
Property Law is a national residential real estate law firm with 100+ employees across Ontario, Alberta, and BC. We don’t operate like a traditional law firm. We run on modern SaaS tools, think in systems, and treat technology as a competitive advantage, not overhead.
We’re hiring our first dedicated IT person, not a helpdesk technician, not a director. A senior individual contributor who will own IT and business technology across the company.
You’ll have an external IT partner for support and a COO who is deeply technical as your close collaborator. You won’t have a team on day one, but you will have full ownership over a function that affects how 100+ people do their work every day.
What you’ll do
Design IT end-to-end.
Not just tools, but architecture: how systems connect, how people access them, and how data flows. We use Google Workspace, Slack, Dialpad, HiBob, Cloudflare, and a practice management system. You’ll own how it all fits together.
Run the vendor, don’t be run by them.
Set expectations, evaluate their work, and step in when needed. You’re the single point of accountability.
Get hands-on.
Configure, troubleshoot, integrate, whatever it takes. You know when to execute yourself and when to delegate.
Measure what matters.
Define the metrics that show IT is working: onboarding speed, resolution times, uptime, security posture, tool adoption, cost efficiency.
Move the organization forward.
Recommend tools, build training, run sessions, improve processes. You’re not just fixing problems, you’re helping the company get better at technology.
Work with data.
Organize, query, and visualize business data with tools like Excel, Power BI, Snowflake, Grafana, or similar. Structured data and clear reporting are part of the job.
Who this role is for
You’ve owned IT end-to-end in a growing company or have been itching to and haven’t been given the chance.
You think in systems and architecture, not just tools and tickets.
You can manage a vendor relationship with authority.
You know exactly how to measure IT performance and have done it before.
You enjoy teaching people to use technology better, not just fixing their problems.
You’re comfortable with DNS, domain management, cloud platforms (AWS, Azure at a foundational level), and SaaS integrations.
You want to work somewhere technology decisions actually matter, and leadership gets it.
Who this role is NOT for
Someone looking to manage a team immediately.
Someone who thrives only in ticket-driven support.
Someone who experiments with tech without linking it to business outcomes.
Someone uncomfortable building from scratch, no processes, no IT metrics, no documentation yet.
Someone looking for a predictable, pre-built environment.
Why this role is worth your attention
You’ll own it all.
Tools, architecture, metrics, outcomes. That level of ownership in a company this size is rare.
We’re scaling.
Property Law is actively growing, acquiring, and innovating. Your decisions will have a direct impact on hundreds of real estate transactions across multiple provinces.
Leadership understands technology.
Our COO is deeply technical. You won’t waste time explaining basics or fighting for budget.
You’ll help push an entire industry forward.
Legal tech is behind the times and we’re changing that.
You won’t be alone.
Vendor support and an engaged, technical COO are on your side.
The practical stuff
Location:
GTA preferred (Oakville office), hybrid. Calgary secondary. Remote across Canada for exceptional candidates.
Hours:
Standard business hours, occasional after-hours for maintenance, migrations, or incidents.
Compensation:
Competitive, commensurate with experience.
Experience:
6–12 years in IT with real ownership: systems design, vendor management, end-to-end decision-making.
Tools:
Google Workspace (admin), Slack (integrations & workflows), Dialpad/telephony, HiBob/HRIS, Cloudflare/DNS, one BI tool (Power BI, Grafana, Tableau), foundational cloud knowledge (AWS/Azure).
How to apply
Submit your resume and a short response to two questions:
Describe a system or process you designed that’s still working well today. What made it durable?
What metrics would you use to evaluate IT in a 100-person company? Why those metrics?
These aren’t trick questions, they reveal whether you build things that last and know how to measure success.
About Property Law
Property Law is a national residential real estate law practice across Ontario, Alberta, and BC. We use structured operations, modern tech, and a service-driven model to deliver legal services at scale. The IT infrastructure you build now will shape how we operate for years to come.
If you’ve been waiting for a role where you build IT the right way, in a company that’s actually going somewhere, this is it.