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IT Budget Planning for 2027: A Guide for Ontario Businesses

Your 2027 IT budget has a few lines already written for you: Windows Server 2016 support ends in January, Microsoft 365 prices went up at renewal, and Windows 10 extended updates double in cost. Here’s how Ontario businesses can plan the rest.

Business leaders working through IT budget planning numbers for 2027 with a calculator and laptop at a meeting table

QUICK ANSWER

Quick answer

Plan your 2027 IT budget from an inventory, not last year’s total. Price the fixed changes first: Microsoft 365 renewals at July 2026 prices, Windows Server 2016 ending January 12, 2027, and Windows 10 extended updates doubling in cost. Then set support, security, backup, project and contingency lines.

KEY TAKEAWAYS

What to remember

  • Windows Server 2016 reaches end of extended support on January 12, 2027, so price its replacement or migration now.
  • Windows 10 extended updates for organizations start at US$61 per device and double each year; replacing the PC is usually cheaper by Year Two.
  • Microsoft 365 Business Standard rose to US$14 per user per month on July 1, 2026; Business Premium stayed at US$22.
  • Statistics Canada found 34% of businesses held cyber insurance in 2025, so insurer requirements now shape the security line.
  • A proposed federal deduction could allow a full first-year write-off of hardware, but confirm its status with your accountant first.
  • Keep projects separate from running costs and review actual spending against the plan every quarter.
In this article
  1. What Should a 2027 IT Budget Include?
  2. Which 2027 Deadlines Will Force IT Spending?
  3. How Much More Will Microsoft 365 Cost in 2027?
  4. How Much Should You Budget for Cybersecurity?
  5. Is It Cheaper to Hire IT Staff or Outsource in 2027?
  6. Should You Buy Hardware Before or After Year-End?
  7. How Do You Build an IT Budget for 2027?
  8. How Does ACT360 Help Clients Plan IT Budgets?
  9. Final Thought

Your 2027 IT budget has a few lines already written for you: Windows Server 2016 support ends in January, Microsoft 365 prices went up at renewal, and Windows 10 extended updates double in cost. Here's how Ontario businesses can plan the rest.

TL;DR Build your 2027 IT budget around three fixed items first: Microsoft 365 renewals at the July 2026 prices, Windows Server 2016 reaching end of support on January 12, 2027, and any Windows 10 PCs still on extended updates, which double in price each year. Then budget support, security and backups from what you actually run, keep a project line, and time hardware purchases with your accountant.

Most IT budgets get built by copying last year’s numbers and adding a few percent. For 2027 that approach will come up short, because several costs are changing on dates Microsoft has already published. This guide is part of our MSP buyer’s guide for Ontario businesses, and it walks through what to put in the budget, which 2027 deadlines force spending, and how to keep the number honest.

I’m Adam Bowles, Partner and CEO of ACT360. We sit down with clients every fall to plan the coming year as part of our managed IT services, and the same questions come up each time.

What Should a 2027 IT Budget Include?

An IT budget covers everything you pay to keep technology running and to change it: subscriptions, support, hardware, security, backups, planned projects and a contingency. Separating running costs from project costs is the step most businesses skip.

Budget line What goes in it What changes for 2027
Subscriptions and licences Microsoft 365, line-of-business software, security tools, domain and hosting fees Microsoft 365 list prices rose on July 1, 2026; you’ll see it at your next renewal
Support Managed IT agreement, internal IT staff, or pay-per-call support Wages keep moving; compare the full cost of each model, not just the invoice
Hardware refresh PCs, laptops, servers, firewalls, Wi-Fi, phones Windows Server 2016 ends January 12, 2027; any remaining Windows 10 PCs keep getting more expensive
Security Endpoint protection, email security, MFA, training, monitoring Cyber insurers and client questionnaires keep asking for more proof
Backup and continuity Backup service, Microsoft 365 backup, off-site copies, restore testing Budget time for a real restore test, not just the backup licence
Projects Migrations, new software, office moves, AI pilots Plan these separately so they don’t eat the running budget
Contingency Failed hardware, urgent licence needs, incidents Hold something back; surprises are the one guaranteed line

If you’re still working out what support should cost, our guide to IT support costs for Ontario businesses breaks down what drives a quote.

Which 2027 Deadlines Will Force IT Spending?

The big one is Windows Server 2016, which reaches end of extended support on January 12, 2027. Windows 10 extended security updates also double in price for their second year, and SQL Server 2017 ends in October 2027.

Date What ends or changes Who it affects Budget action
Already passed (Oct 14, 2025) Windows 10, Office 2016 and 2019, Exchange Server 2016 and 2019 Anyone still running them Replace or upgrade now; these no longer get security fixes
Already passed (July 14, 2026) SQL Server 2016 Line-of-business apps on an older database Ask the software vendor for a supported version
January 12, 2027 Windows Server 2016 end of extended support Businesses with an on-site server from roughly 2016 to 2019 Migrate, replace, or budget for paid extended updates
Year Two of Windows 10 ESU Windows 10 extended updates for organizations double in price PCs that couldn’t move to Windows 11 Compare the ESU cost with replacing the PC
October 12, 2027 SQL Server 2017 end of support Apps running on SQL Server 2017 Plan the upgrade with your software vendor
January 2029 Windows Server 2019 end of extended support Servers bought around 2019 to 2021 Not urgent, but put it on the 2028 plan

Dates come from Microsoft’s 2027 end-of-support list, the Windows Server 2016 announcement and the 2025 list.

On Windows 10: Microsoft’s Extended Security Updates page sets Year One at US$61 per device and says the price doubles every year, for up to three years. It’s cumulative, so a business that joins in Year Two pays for Year One as well. Take 20 PCs that skipped Year One: that’s US$61 plus US$122 per device, about US$3,660 before tax, to keep them patched one more year. That example is ours, for illustration, but the math is why replacement usually wins.

An old server is often the bigger decision. Before you price a replacement, read how a 35-person painting contractor cut a $60,000 server quote to $25,000 by sizing the new one to what the business actually needed. Moving the workload to the cloud is the other option, and our cloud migration page covers when that makes sense.

How Much More Will Microsoft 365 Cost in 2027?

Most plans went up on July 1, 2026, and existing customers see the increase at their next renewal. Business Basic rose from US$6 to US$7 per user per month and Business Standard from US$12.50 to US$14. Business Premium stayed at US$22.

Plan Before July 1, 2026 From July 1, 2026
Microsoft 365 Business Basic US$6.00 US$7.00
Microsoft 365 Business Standard US$12.50 US$14.00
Microsoft 365 Business Premium US$22.00 US$22.00 (unchanged)
Microsoft 365 E3 US$36.00 US$39.00
Microsoft 365 F3 (frontline) US$8.00 US$10.00

These are Microsoft’s US list prices per user per month from its February 2026 licensing announcement; Canadian-dollar pricing differs and Microsoft notes prices vary by country and currency. For a rough sense of scale, 40 people on Business Standard works out to about US$720 more a year.

If you’re considering Copilot, Microsoft lists Copilot Business at US$21 per user per month on an annual commitment, and the earlier promotional pricing ended June 30, 2026. Our comparison of Microsoft 365 vs Copilot explains what you already get without it. A pilot with a handful of heavy users is a cheaper first step than licensing everyone.

One more thing worth a line: unused licences. Former employees and shared mailboxes that still hold a paid seat add up quietly. A licence review before renewal is one of the easiest savings in the whole budget.

How Much Should You Budget for Cybersecurity?

Budget for the baseline first: multi-factor authentication everywhere, endpoint protection, email filtering, patching, tested backups and staff training. Then add what your cyber insurer and your clients ask for. There’s no reliable percentage that fits every business.

The latest Statistics Canada data is a useful reality check. In its October 2026 release, about one in six Canadian businesses (16%) were impacted by cyber security incidents in 2025. Businesses spent an average of $54,772 on prevention, though that average includes large companies and isn’t a target for a 30-person firm. Cyber insurance is now held by 34% of businesses, up from 22% in 2023.

That last number matters for budgeting because insurers set minimum controls. Our article on cybersecurity insurance requirements in Ontario lists what applications typically ask about. The Canadian Centre for Cyber Security’s baseline controls for small and medium organizations is built around getting 80% of the benefit from 20% of the effort, which is a sensible way to rank security spending when money is tight. Our cybersecurity services are built around the same order.

Is It Cheaper to Hire IT Staff or Outsource in 2027?

It depends on how much work there is and how broad it is. One hire covers one person’s skills and hours; a managed provider covers a team’s. Compare the full yearly cost of each, including benefits, tools, training and coverage for vacations.

For reference, Job Bank puts the Ontario median for user support technicians at $33.00 an hour, and $35.71 for computer network technicians (2023 to 2024 data). Wages are only the start; you still need tools, security software and someone to cover when that person is away.

We’ve laid out the full comparison in MSP vs in-house IT in Ontario. Many growing businesses land in between, with an internal IT person and an outside team for depth. Managed IT with ACT360 is priced per user per month and quoted in writing after a free assessment, and our agreements include a 90-day exit clause, so the support line in your budget isn’t a multi-year lock-in.

Should You Buy Hardware Before or After Year-End?

Talk to your accountant before you decide, because the tax treatment is in flux. CRA’s standard rates are 55% a year for computer hardware (Class 50) and 100% for application software (Class 12), and a proposed federal measure would allow a full write-off in the first year.

The CCA rates are on CRA’s capital cost allowance classes page. In September 2026, Finance Canada proposed a Productivity Mega Deduction that would let businesses fully write off most depreciable property acquired on or after September 15, 2026 in the year it becomes available for use. It’s a proposal with draft legislation, not yet law, so confirm the status and how it applies to you before timing a purchase around it.

We’re not tax advisors. What we can do is give your accountant a clean list of what needs replacing and when, so the timing conversation is quick.

How Do You Build an IT Budget for 2027?

Start from an inventory, not last year’s total. List what you run, price the fixed changes first, separate running costs from projects, and review it quarterly. These seven steps work for most Ontario businesses with 10 to 200 staff and take a few hours with the right information.

  1. List every device, server, licence and software subscription, with its age and owner.
  2. Flag anything on Windows 10, Windows Server 2016 or SQL Server 2017 and price its replacement.
  3. Reprice Microsoft 365 at the new rates and remove licences nobody uses.
  4. Set the support line from a real quote or a full in-house cost, including benefits and coverage.
  5. Check your cyber insurance renewal questions and budget any controls you can’t yet prove.
  6. List projects separately, each with a cost, an owner and the business reason for doing it.
  7. Hold a contingency and book a quarterly review to compare actual spending with the plan.

How Does ACT360 Help Clients Plan IT Budgets?

For managed IT clients, budgeting is part of the Optimize step of our ACTION approach: quarterly business reviews where we look at what’s aging, what’s changing in Microsoft licensing, and what the business has planned. Clients come out of the fall review with a list of replacements, renewals and projects for the next year, each with a rough cost and a recommended quarter.

If you want that kind of planning without a full managed agreement, our vCIO services cover the strategy side, and our article on what a vCIO actually does explains the role.

Final Thought

The best 2027 IT budget isn’t the smallest one. It’s the one that has no surprises in it: the server deadline already priced, the Microsoft renewal already repriced, the old PCs already scheduled. Get those fixed lines down first and the rest of the conversation becomes about priorities instead of emergencies.

If you’d like help building yours, our free IT Readiness Assessment starts with an inventory of what you run and ends with a prioritized list you can take into budget season. You can also call 705-739-2281 or email [email protected].

FAQ

What Owners Ask When Planning Their 2027 IT Budget

So how much should an Ontario business spend on IT each year?

There’s no reliable single percentage, because a 40-person engineering firm with heavy software needs looks nothing like a 40-person distributor. Build the number from what you run: licences per user, support, a hardware refresh cycle, security, backups and projects. That gives you a figure you can defend, instead of a benchmark someone else set for a different kind of business.

Do we really have to replace our Windows Server 2016 machine in 2027?

Support ends on January 12, 2027, after which it stops getting security fixes unless you pay for extended updates. That leaves three choices: replace it, move the workload to the cloud, or pay to extend while you plan. Leaving it as is shouldn’t be one of them.

Is it worth paying for Windows 10 extended updates instead of buying new PCs?

Only as a short bridge while you replace the PC. At US$61 per device in Year One and double that in Year Two, cumulative, a few years of updates costs a meaningful share of a new business PC, and the old machine is still old.

Why did our Microsoft 365 bill go up?

Microsoft raised list prices for most Microsoft 365 plans on July 1, 2026, with existing customers moving to the new price at renewal. Business Basic went from US$6 to US$7 and Business Standard from US$12.50 to US$14. Premium didn’t change. Before you accept the renewal, check for licences assigned to people who’ve left.

Can the new federal deduction cover our hardware purchases?

Possibly, if the proposed Productivity Mega Deduction becomes law as drafted. Finance Canada’s September 2026 proposal would allow a full write-off of most depreciable property acquired on or after September 15, 2026 in the year it’s available for use. It isn’t law yet, so your accountant should confirm before you time purchases around it.

Where do we start if we've never built an IT budget?

Start by writing down every device, server, subscription and support cost you pay today. Then mark what’s aging or out of support. ACT360’s free IT Readiness Assessment does that inventory with you and hands back a prioritized plan, which is most of a budget already.

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