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Why Long Weekends Quietly Increase Cyber Risk

Jason Wachtel
Jason Wachtel
Why Long Weekends Quietly Increase Cyber Risk
8:52

 How long weekends quietly increase cyber risk for Canadian SMBs

Long weekends increase cyber risk for Canadian businesses because attention drops, access stays open longer, and monitoring often slows down while attackers deliberately time incidents for off-hours. Strong processes, continuous monitoring, and pre-weekend clean-up steps close these gaps before they’re exploited.

In Southern Ontario, May is when work starts to feel busy in a different way. People think about cottages, patios, and time off. Calendars fill up. Focus splits. Nothing looks out of control, but small things begin to slip: a shared login here, an unclosed session there.

This isn’t just a theory. A global study of 1,500 IT and security professionals found that 52% of reported ransomware attacks in the past year happened on weekends or holidays, when fewer staff are watching systems.SecurityBrief Canada reports that 78% of organisations reduce their security operations centre staffing by at least half during these times.

For Canadian small and mid-sized businesses, that timing matters. Many rely on responsive, break-fix IT support instead of managed services. There’s someone to call if something breaks, but often no one actively watching for unusual behaviour while everyone is relaxing over a long weekend.

As Jason Wachtel, President, Haycor Computer Solutions, puts it: "Most businesses think their systems are tested when something breaks. They’re not. They’re tested when no one is paying attention. That’s the real risk window."

Where Canadian businesses are most exposed before time off

Canadian SMBs are most exposed in the days before a long weekend, when access gets shared, sessions stay open, and normal checks are rushed or skipped. These small process shortcuts quietly create entry points that well-prepared attackers are ready to exploit.

Earlier in the year, work usually feels more structured. Processes are followed, approvals are checked, and there’s time to do things the “right” way. By late spring, that rhythm changes. People want to clear their plates before the long weekend, so speed wins over structure.

Common examples show up in almost every small business:

  • An employee shares their admin login “just this once” so a project doesn’t stall.
  • A vendor keeps remote access longer than they should after a support ticket is closed.
  • A quick workaround is used instead of fixing a configuration properly.

None of this feels risky in the moment. It feels efficient. But these are exactly the kinds of gaps threat actors look for. KPMG in Canada reports that 72% of Canadian SMB leaders say they were attacked by cybercriminals in the past year, up from 63% the year before.KPMG in Canada

The important detail: attackers are patient. They spend time doing homework on your systems, testing access points, and waiting. They don’t need you to make a huge mistake. They just need a small one that no one catches before everyone signs off for the weekend.

Practical steps to tighten security before every long weekend

To reduce long-weekend cyber risk, Canadian SMBs should clean up access, review high-risk systems, and confirm backups and alerts before staff sign off. A short, repeatable checklist can dramatically lower the chance that a small oversight turns into a serious incident.

A simple pre-weekend security routine does not need to be complicated or technical. The goal is to close obvious gaps while the right people are still available to fix them.

For each long weekend, have your IT team or provider walk through a short checklist:

  1. Access clean-up

    • Remove or disable old accounts for former staff and temporary users.
    • Confirm vendors only have the access they need, and only while work is active.
  2. Session and device review

    • Encourage staff to sign out of critical systems and lock or shut down laptops.
    • Check that remote access tools require multi-factor authentication.
  3. Backups and recovery

    • Confirm backups ran successfully and test restoring at least one recent backup.
    • Make sure backup copies are stored offline or in a separate environment.
  4. Alerting and monitoring

    • Verify that security alerts are going to a monitored inbox or on-call resource.
    • Review any unusual activity from the prior week before everyone steps away.

Even a 30-minute review can catch misconfigurations, lingering access, or strange activity that would otherwise sit unnoticed until Monday morning.

Why continuous monitoring beats reactive IT support

Continuous monitoring outperforms reactive IT support because it catches unusual activity in real time, instead of waiting for staff to notice a problem. For Canadian SMBs, this can be the difference between a small contained issue and a public, costly incident.

Most small businesses in Southern Ontario have “someone to call” when something breaks. That’s valuable, but it doesn’t close the long-weekend risk gap. If no one is watching your systems at midnight on Sunday, you’re depending on luck and user awareness.

KPMG in Canada’s recent analysis notes that Canadian leaders rank cybersecurity as the number one threat to growth, yet over 70% still treat cybersecurity as a ‘tick-the-box exercise’ rather than a strategic function.KPMG in Canada

In a well-managed environment, nothing depends on someone casually spotting a problem. Instead:

  • Activity is monitored continuously across key systems.
  • Unusual behaviour (like logins from odd locations or large after-hours data transfers) is flagged automatically.
  • A team is responsible for reviewing and responding to alerts, not just closing tickets.

Managed IT and managed security services provide that layer of active oversight. They turn cybersecurity from a one-time project into an ongoing practice, with extra value during holidays and long weekends when your internal attention is lowest.

  How Canadian SMBs can assess their current cyber risk

Canadian small and mid-sized businesses can quickly gauge their cyber risk by reviewing what’s monitored today, who responds to alerts, and how often access, backups, and configurations are tested. A focused IT risk assessment turns vague concern into a clear action plan.

If you’re not sure how your systems are being monitored right now, that uncertainty is the first risk to address. Many owners assume “IT has it covered” without seeing evidence of active monitoring or regular review.

A practical IT risk assessment for a Southern Ontario business should at minimum cover:

  • Monitoring scope – Which systems are actually monitored in real time (email, endpoints, firewalls, cloud apps)?
  • Alert handling – Who receives security alerts, and what is their response process after hours or on holidays?
  • Access and identity – How often are user permissions and admin rights reviewed and cleaned up?
  • Backup and recovery – When was the last time you tested restoring from a backup, not just running one?

KPMG’s national review of Canadian cyber incidents highlights how fast threats are evolving and stresses the need for organisations to adapt their defences, not just install tools.KPMG in Canada – Cyber Incidents and Intelligence: 2024

Starting with an assessment gives you a concrete picture of where you stand today, so you can prioritise changes that matter most before the next long weekend arrives.

Turning long-weekend prep into an ongoing security habit

Turning long-weekend security prep into a regular habit means building simple, repeatable processes for access reviews, monitoring, and backups. When these checks become routine, Canadian SMBs are less exposed during holidays and better protected year-round.

The real goal isn’t just surviving the next long weekend. It’s building an environment where your security posture doesn’t depend on who happens to notice something is wrong.

You can start small:

  • Turn your pre-long-weekend checklist into a monthly recurring task.
  • Assign a clear owner for reviewing access, alerts, and backup reports.
  • Ask your IT partner how they monitor systems outside business hours and what they see that you don’t.

Over time, this rhythm becomes part of how your business operates, just like payroll or invoicing. The benefit is simple: fewer surprises, fewer Monday-morning fires, and a much smaller window of opportunity for attackers waiting for you to look away.

If you’re unsure where your gaps are today, a straightforward IT risk assessment is the best place to start. It gives you clarity on what’s working, what isn’t, and how to reduce your risk before everyone heads out for the next long weekend.

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