Senior Matter Service Specialist (Lawyer)

You became a lawyer. You're good at it. But somewhere along the way, you noticed something.
You get more energy from fixing the intake process than from the file itself. You built the checklist that cut closing prep time in half, and your performance review said "good file management." You reorganized how your office handles trust accounting, and nobody asked you to. You just couldn't stand watching it done badly.

You've started to wonder if something is wrong with you, because every other lawyer seems to care about the law, and you care about the system the law runs on.

Nothing is wrong with you. You just haven't found the right role yet.

What this role actually is
This is a senior operations role on an internal team that provides fast, structured services to our client-facing lawyers, clerks, and paralegals. You'll be one of the operators who keeps the engine running: processing financial transactions, managing trust account operations, chasing information from banks and lenders, and maintaining data across multiple systems. The pace is high, each task takes 2 to 10 minutes, and the rhythm is steady.

But you're not just running the engine. You're improving it. You'll measure service delivery against SLAs, write and refine SOPs, build tools that eliminate manual steps, and teach what you've learned to the people around you. As you master the work, you'll take increasing ownership of how things are done. You'll have structured onboarding, clear playbooks, and a manager whose job is to develop your capability and clear the path so you can use it.

Your law license matters here, but not in the way you're used to. You won't be advising clients or closing transactions. Instead, your legal training gives you the authority and judgment to oversee trust account compliance, vet and approve funds moving in and out of trust, and ensure the team operates within Law Society requirements. You'll design the compliance frameworks, not just enforce them. You'll build fraud detection into the workflow, not layer it on top.

You're an operator first. Your compliance specialization is your unique contribution to a team you're fully part of.

This role is for you if

• You think in systems first and law second. When you see a process, you want to measure it, standardize it, and make it better.
• You've built things at your current job that nobody asked you to build, and you wish someone would notice.
• You're tech-fluent in a practical way. You pick up new tools quickly, you build structured spreadsheets, and you're comfortable working across multiple platforms simultaneously.
• You write clearly. SOPs, compliance documentation, Slack messages: your written communication is precise and calibrated to the audience.
• You're energized by structured, high-volume work. A steady cadence of well-defined tasks focuses you rather than drains you.
• You understand compliance as an enabling function, not a gatekeeping one. Your instinct is to build compliance into the workflow so it happens automatically, not to add review steps that slow people down.
• You're ready to be valued for how you think, not just for your credentials.

This role is not for you if

• You want to practice law. This is an operations career track, not a pathway into or back to legal practice. You will not advise clients, close transactions, or build a practice.
• You see your law license as your identity rather than a tool. Here, it's a qualification that enables specific operational functions. The role is defined by what you build, not by the letters after your name.
• You expect that being a lawyer means you don't do production work. You'll process transactions, enter data, and handle high-volume tasks alongside every other operator on the team.
• You need a fully remote role. This position requires in-office presence in Oakville most days (trust account operations, bank visits), with hybrid flexibility where the work allows.
• You're uncomfortable reporting to a non-lawyer. Your manager leads the operations team. They may or may not hold a law license. Your Law Society obligations are your own, but your operational reporting line is based on capability, not credentials.

What you'll get

• Permission to do what you're actually good at. You'll be in a role that values your systems thinking, your process instincts, and your ability to build, not your willingness to bill hours.
• Real ownership over compliance systems. You won't just review and approve. You'll design how trust compliance works and make it scale. The frameworks you build will be foundational to the company's operations.
• An operator peer group. You'll work alongside people who think the way you do: measure, improve, repeat. You're not the odd one out for caring about process. You're the norm.
• A clear growth path. Strong performers move to Lead (IC4) with expanded scope over the compliance and trust oversight domain. Individual contributor trajectory, not management.
• A company that's building. Property Law is constructing the operational infrastructure to scale legal services nationally. Your work will be part of the foundation, not a footnote.

The practical stuff
Location: Oakville, Ontario. In-office position.

Hours: Standard business hours, approximately 9 to 5. Occasional earlier starts during peak days.

Requirements: Called to the bar in Ontario (Law Society of Ontario), in good standing. 3 to 7 years of experience in any combination of legal, operational, compliance, or process-driven environments. What matters is evidence of operational thinking, not years in a specific domain.

Assessment: As part of our process, you'll complete a short practical exercise (about 30 minutes). One part tests compliance judgment. The other asks you to describe a process you improved and how you measured the improvement. We evaluate people on what they can do, not just what they say they've done.

About Property Law
Property Law is a national residential real estate law practice operating across Ontario and Alberta. We're not a traditional law firm. We use structured operations, purpose-built technology, and a service-driven model to deliver legal services at scale. Our operations team is the engine behind that delivery: fast, measured, and always improving.

You didn't go to law school to do this. But you might have been built for it.

Apply now.