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Lead IT Trainer

📍 Toronto 🏷️ Technical Writing 💰 CA$11,000 / month
A logistics and technology firm in Toronto's Financial District is hiring a Lead IT Trainer for a full-time, on-site position paying up to 11,000 CAD a month. This is one of the more senior IT trainer jobs in Toronto right now, aimed at someone who has already run training programs at scale and wants ownership over how a whole department learns its tools. The company has grown its internal tooling faster than its documentation has kept pace, which is a large part of why this role exists. The last training lead moved into a product role after building the foundation of the current curriculum, and the team now needs someone to professionalize it, keep it current, and maintain it as new systems are introduced through the rest of the year. This role has real latitude to shape how training gets done here, not just deliver a fixed script someone else wrote.

What the role actually involves

The person in this seat builds and runs the training that keeps IT staff and end users competent on the systems they depend on every day. That includes writing curriculum from scratch when a new platform rolls out, and it includes standing in front of a room (or a Zoom call) explaining the same concept three different ways until it lands. Some weeks are heavy on delivery. Other weeks are almost entirely spent building materials and getting sign-off from engineering leads before anything goes live.
  • Design and update training curricula for internal IT tools, platforms, and processes
  • Deliver live training sessions to new hires and existing staff, both in groups and one-on-one
  • Work directly with engineers and product owners to confirm technical accuracy before content is finalized
  • Produce supporting materials such as user guides, quick-reference sheets, and walkthrough documentation
  • Revise existing training content whenever the underlying product or process changes
  • Track learner progress and adjust the curriculum where completion or comprehension is lagging

Who we need

A bachelor's degree is the baseline expected here, generally in a field like education, technical communication, computer science, or something adjacent that gave you real exposure to both teaching and technology. What matters more in practice is the track record: 96 months of hands-on experience training people on IT systems, ideally across more than one company or platform so you've seen what generalizes and what doesn't. Naukri Mitra has placed trainers into similar roles before, and the ones who succeed tend to be equally comfortable in front of a whiteboard and inside a spreadsheet of learner metrics. Bring a portfolio if you have one. A few slide decks, a recorded session, or documentation you wrote will tell us more about your approach than a list of past job titles. We're not looking for someone who has only ever trained on one product family for one employer. The strongest candidates for IT trainer jobs for experienced professionals in Toronto tend to have moved across at least two or three different technical environments, which forces a kind of adaptability that's hard to fake in an interview. If your background includes rolling out training during a system migration or a major software cutover, mention it specifically; that experience maps closely to what this role will demand over the coming year.

Skills we're looking for

  • Training delivery, in person and remote, to groups of varying size and technical background
  • Curriculum design, from a blank page through to a finished, testable module
  • Clear written and verbal communication, especially when explaining technical material to non-technical staff
  • Working technical knowledge of enterprise IT systems, so you can speak credibly to the material rather than reading from a script
None of the following are required, but they'll strengthen an application: experience with a learning management system such as Docebo or Cornerstone, a certificate in instructional design, or prior work building training around IT certification tracks (CompTIA, ITIL, or similar). Familiarity with screen recording and e-learning authoring tools like Articulate or Camtasia is also useful, since much of this role ends up in short recorded modules rather than live sessions.

Pay and benefits

The role pays up to 11,000 CAD per month, on-site out of the Financial District (Bay St.) office. That figure is on the higher end for an IT trainer salary in Toronto per month, reflecting the seniority and curriculum ownership involved. Because the position is on-site, the benefits package leans toward the standard extended coverage you'd expect at this level in the Ontario market:
  • Extended health and dental coverage
  • Statutory vacation entitlements plus additional paid time off
  • Performance-linked annual bonus

Team and day-to-day

You'll report to the IT operations lead and work alongside two or three other trainers depending on headcount at any given time, plus close, regular contact with engineering. Some days you're rehearsing a session before delivering it twice in a row to different shifts. Other days you're sitting with an engineer trying to understand a feature well enough to explain it clearly to fifty people who've never touched it. The pace shifts around product releases; expect it to pick up noticeably in the weeks after a major system rollout, when training requests come in faster than they can be scheduled. Toronto's Financial District puts the office within walking distance of the subway and a wide range of lunch options, which matters more than it sounds like once you're commuting five days a week. You'll also help make decisions that go beyond individual sessions: which topics get a full module versus a short reference guide, how often material gets refreshed, and where the training function should sit as the company keeps adding tools. Input from this seat feeds directly into planning conversations with IT leadership, so the role carries more influence over long-term training strategy than the day-to-day description alone suggests.

How to apply

Submit a resume along with a short note on the largest training rollout you've led, including roughly how many people went through it. If you have a sample of your written training material, attach it. We review applications on a rolling basis, and we'll contact shortlisted candidates directly to schedule a first conversation with the hiring manager.
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