Article by Krystal

Annual leave is an important part of maintaining a healthy workplace, but it can also create practical challenges for businesses that depend on technology. When employees are away, routine IT responsibilities may be overlooked. A system warning might go unnoticed, an important file may be difficult to locate or an urgent customer enquiry may remain […]

Annual leave is an important part of maintaining a healthy workplace, but it can also create practical challenges for businesses that depend on technology.

When employees are away, routine IT responsibilities may be overlooked.

A system warning might go unnoticed, an important file may be difficult to locate or an urgent customer enquiry may remain unanswered because it was sent to an unattended inbox.

These problems can become particularly disruptive during the December and January holiday period, when many South African businesses operate with reduced staff.

Technology systems may continue running even when the people who normally manage them are unavailable.

That makes preparation essential.

Businesses should review their systems, security arrangements and support procedures before employees begin taking leave.

The purpose is not to prevent staff from disconnecting during their holidays.

It is to ensure that essential operations can continue without relying on someone who is supposed to be away from work.

Why Technology Preparation Matters Before Annual Leave

Many business technology processes depend on individual employees.

One person may manage software subscriptions.

Another may understand the company's backup system.

A particular employee may be responsible for website updates, supplier portals or access to financial software.

These arrangements can work during normal operations.

However, problems become more difficult when the responsible person is unavailable.

A simple password reset or software error may interrupt work if nobody else has the appropriate authority.

Preparing for leave helps identify these dependencies.

It also creates an opportunity to address security weaknesses and unresolved technical issues before staffing levels decline.

Identify Which Systems Must Remain Available

Not every technology system has the same importance.

Some businesses can temporarily suspend certain activities during a holiday shutdown.

Others need to maintain customer communication, online sales or essential operational services.

Start by identifying the systems that must remain available.

These may include email, accounting software, customer relationship management platforms, payment systems and business websites.

Cloud storage and shared document platforms may also be essential.

For each system, consider what would happen if it became unavailable.

This helps determine which services require monitoring, support arrangements or additional preparation.

Confirm Who Is Responsible for Each System

Technology responsibilities should remain clear when staff take leave.

A business may have an IT service provider, internal technical employee or departmental manager responsible for particular systems.

However, these arrangements are not always documented.

Before the holiday period, identify who is responsible for essential technology.

Confirm who will monitor problems and who has authority to approve urgent work.

The responsible person should know how to contact the relevant service provider.

Avoid relying on informal assumptions.

A clear responsibility structure can prevent delays when something requires attention.

Review Staff Leave Dates and Technology Coverage

The IT preparation process should be coordinated with the staff leave calendar.

Identify periods when key employees will be unavailable.

Pay particular attention to overlapping leave dates.

For example, the person who manages user accounts and the employee authorised to approve access changes may both be away.

This can create an unnecessary operational gap.

Arrange suitable coverage before leave begins.

Where practical, ensure that more than one authorised person understands essential procedures.

However, access should still be limited according to job requirements.

Coverage planning should not become a reason to give every employee unrestricted system permissions.

Check That Data Backups Are Working

Backups are among the most important technology checks before a holiday period.

Businesses rely on digital information for daily operations.

Customer records, financial documents, project files and operational information may be difficult or impossible to recreate if lost.

Confirm that essential systems are included in the backup arrangements.

Check whether backups have completed successfully.

Review alerts or error messages that may indicate failures.

A backup system that appears to be running is not necessarily producing usable recovery copies.

Businesses should also confirm that backup retention periods meet their operational and legal requirements.

Test the Ability to Restore Important Data

Creating backups is only part of data protection.

The business must also be able to restore information when required.

A backup may be incomplete, corrupted or inaccessible because of an account or configuration problem.

Before key staff leave, consider testing the recovery process for important systems.

The test should be planned and conducted by an authorised person.

It should not interfere with live business information.

Confirm that recovery instructions and required credentials are available to the appropriate personnel.

A successful restoration test provides stronger reassurance than simply checking that a backup file exists.

Review Cloud Storage and File Access

Cloud storage makes it easier for employees to work from different locations.

However, important files may still be stored in individual accounts or personal folders.

This can create problems when an employee takes leave.

Review where essential documents are stored.

Shared business information should be accessible through appropriate company-managed locations.

Confirm that authorised colleagues can reach the files they need.

Avoid asking employees to share personal passwords.

Access should be granted through the platform's normal permission controls.

This supports continuity while maintaining accountability and security.

Check Employee Account Permissions

User access should reflect each employee's responsibilities.

Before the holiday period, review permissions for important systems.

Confirm that employees covering essential duties have the access they require.

At the same time, identify accounts with unnecessary administrative privileges.

Excessive access can increase security risk.

Temporary permissions should be documented and reviewed when the employee returns.

Businesses should avoid making broad access changes simply for convenience.

The aim is to provide the minimum permissions needed to complete authorised work.

Remove Access for Former Employees

Staff leave preparation is also a useful time to review accounts belonging to former employees.

Inactive accounts can remain unnoticed when access management is inconsistent.

These accounts may create unnecessary security exposure.

Check whether former employees still have access to email, cloud platforms, business applications or remote connections.

Disable or remove access according to the organisation's established procedures.

Consider shared services, third-party applications and devices as well as primary user accounts.

Records should be retained where required for legitimate business or legal purposes.

Removing access should not mean deleting important company information without appropriate review.

Confirm Multifactor Authentication Is Working

Multifactor authentication provides an additional security measure for many business accounts.

It requires users to provide more than a password when signing in.

However, authentication arrangements can become problematic when they depend on a single employee's device.

For example, an administrator may be unable to approve an urgent action if the required authentication method is available only on a phone belonging to someone on leave.

Review administrator authentication arrangements before the holiday period.

Ensure that authorised recovery methods and backup access procedures are properly configured.

Avoid sharing authentication codes or bypassing security controls.

The objective is to maintain secure access without creating unnecessary dependence on one person.

Review Password Management Procedures

Business passwords should not be stored in informal documents or shared through unsecured messages.

A properly managed password system can help authorised employees access the accounts they need.

Before staff leave, check whether essential credentials are managed appropriately.

Confirm that account ownership is clear.

Review recovery procedures for important services.

Where shared operational credentials are unavoidable, they should be managed through an approved system with appropriate access controls.

Individual accounts are preferable where supported.

This makes it easier to manage permissions and maintain accountability.

Check Remote Access Arrangements

Some employees may need to work remotely during reduced operating periods.

Others may be responsible for responding to genuine emergencies.

Remote access should be tested before it becomes necessary.

Confirm that authorised users can connect to required systems through approved methods.

Review virtual private network arrangements where applicable.

Ensure that remote devices meet the organisation's security requirements.

Avoid exposing internal systems directly to the internet simply to make access easier.

Remote access should be secure, documented and limited to legitimate business needs.

Update Computers and Business Software

Outdated software can create security and reliability problems.

Operating systems, browsers and business applications may require updates.

Before staff leave, review the status of important devices and systems.

Apply suitable updates according to the organisation's maintenance procedures.

However, major changes should not be introduced without considering the risks.

An update can occasionally affect compatibility or require troubleshooting.

Businesses should allow time for testing and correction.

Routine maintenance completed well before the leave period is generally preferable to rushed changes immediately before a shutdown.

Review Antivirus and Endpoint Protection

Business computers should have appropriate security protection.

This may include antivirus software, endpoint detection tools and centrally managed security controls.

Confirm that protection is active on relevant devices.

Check whether software updates and security definitions are current.

Review unresolved alerts.

A warning that has been ignored for several weeks should not remain unattended simply because the holiday period is approaching.

Where security monitoring is provided by an external company, confirm the arrangements for handling serious alerts.

Reduced staffing should not mean that critical security events go unnoticed.

Check Firewall and Network Security Settings

Firewalls and network security controls help protect business systems.

Before a holiday period, review their operational status.

Confirm that essential equipment is functioning and that significant alerts have been investigated.

Check whether remote management access is appropriately restricted.

Avoid unnecessary changes to firewall rules immediately before staff leave.

Where changes are required, they should be documented and tested.

Businesses using managed IT services should confirm who is responsible for monitoring network security during the holiday period.

The objective is to maintain a stable and appropriately protected environment.

Confirm Internet and Connectivity Arrangements

Internet connectivity is essential for many businesses.

Cloud applications, payment systems, customer communication and remote access may all depend on it.

Review any recurring connectivity problems before staff leave.

Confirm that routers, network equipment and relevant connections are functioning correctly.

Where the business uses backup connectivity, test the arrangement.

Check that account details and service provider contact information are available to authorised personnel.

A backup connection is useful only if someone knows when and how to activate it.

Businesses should also understand the limitations of their connectivity arrangements.

Review Power Protection and Backup Power

South African businesses may use uninterruptible power supplies, inverters or other backup power arrangements to protect essential equipment.

These systems should be checked before extended periods of reduced staffing.

Confirm that relevant equipment is operating correctly.

Review battery condition and maintenance requirements.

Ensure that backup power arrangements are suitable for the connected load.

Where generators are used, servicing, fuel management and safe operating procedures should be considered.

Electrical work should be handled by appropriately qualified personnel.

Power protection helps reduce disruption, but it should not be assumed to provide unlimited operating time.

Check Server and Equipment Health

Businesses operating on-site servers or other critical equipment should review their condition.

Warning lights, unusual noises and recurring performance problems may indicate issues requiring attention.

Check monitoring systems for unresolved alerts.

Confirm that cooling and ventilation arrangements are suitable.

Equipment rooms should remain secure and accessible to authorised personnel.

If a server or network device requires maintenance, schedule the work with enough time to test the result.

Avoid leaving known faults unresolved when the employees most familiar with the equipment are about to leave.

Review Website and Online Store Operations

A business website may continue receiving visitors even when the office is closed.

Online stores may also process orders during the holiday period.

Check that essential website functions are working.

These may include contact forms, booking systems, payment gateways and customer account features.

Review website security and backup arrangements.

Confirm who will respond if the site becomes unavailable.

Businesses using WordPress should check the status of important plugins, themes and hosting services.

Major updates should be tested appropriately rather than introduced immediately before a period with limited support.

Test Online Forms and Customer Enquiries

Website forms can fail without obvious warning.

A customer may complete an enquiry form without realising that the submission has not reached the business.

Before staff leave, test important forms.

Confirm that submissions are recorded and notifications reach the intended recipients.

Check whether automated responses contain accurate information.

If the business will operate with reduced staff, adjust response expectations accordingly.

An automated message should not promise immediate assistance when nobody is available.

Clear communication can prevent frustration and reduce unnecessary follow-up enquiries.

Set Up Out-of-Office Email Responses

Out-of-office messages help customers and colleagues understand when an employee is unavailable.

Before leave begins, employees should configure appropriate automatic replies.

These should state the relevant absence period and provide an alternative contact where necessary.

Avoid including unnecessary personal information.

For customer-facing employees, confirm that the alternative contact is available and authorised to assist.

Businesses should also consider shared mailboxes.

Important enquiries should not depend entirely on individual inboxes.

A suitable email arrangement helps maintain continuity without requiring employees to monitor messages during their leave.

Review Shared Mailboxes and Email Routing

Shared email accounts can help businesses manage customer communication.

However, these arrangements need clear ownership.

Confirm who will monitor sales, support and general enquiry inboxes during the holiday period.

Check whether forwarding rules and distribution lists are functioning correctly.

Avoid automatically forwarding sensitive business information to personal email accounts.

Access should remain within approved systems.

Businesses should also consider how urgent messages will be identified.

A clear monitoring schedule can prevent important enquiries from being overlooked.

Check Telephone and VoIP Systems

Business telephone systems may require adjustments during annual leave.

Calls could continue arriving when reception or departmental staff are unavailable.

Review call forwarding, voicemail and automated attendant settings.

Confirm that published contact numbers remain functional.

If calls are routed to another employee, make sure that person is available and understands the responsibility.

VoIP systems may also depend on internet connectivity and power.

Businesses should understand how these dependencies affect communication during outages.

A simple telephone test before the holiday period can identify routing problems.

Review Software Licences and Subscription Renewals

Business software often operates through recurring subscriptions.

A failed payment or expired licence can interrupt access.

Before staff leave, review upcoming renewal dates.

Confirm that payment methods and billing contacts are current.

Check whether essential services have sufficient licensed users.

Businesses should also identify subscriptions managed through individual employee accounts.

Where possible, important services should be administered through company-controlled arrangements.

This reduces the risk of losing access when a particular employee is unavailable.

Check Domain Names and Hosting Renewals

Domain names and hosting services are essential for business websites and email systems.

Expired services can cause significant disruption.

Review renewal dates before the holiday period.

Confirm that billing information is accurate.

Check that renewal notifications reach an actively monitored business address.

Avoid relying on an employee's personal email account for critical domain administration.

Businesses should also know which provider manages each domain and hosting service.

This information can be valuable if an urgent problem arises.

Review Scheduled Automation and Integrations

Many businesses rely on automated processes.

These may include invoice generation, customer notifications, data transfers and reporting tasks.

Automations can continue running while staff are away.

However, they may fail because of expired credentials, software changes or connection problems.

Review essential automated workflows before the holiday period.

Check recent execution records where available.

Confirm that error notifications reach someone who can respond.

Businesses should understand which processes can safely wait and which require immediate attention.

Prepare for Cybersecurity Risks During Holidays

Holiday periods can create opportunities for cybercriminals.

Reduced staffing may delay the detection of suspicious activity.

Employees may also receive fraudulent messages that appear to involve urgent payments, deliveries or account changes.

Remind staff to follow established security procedures.

Unexpected requests for banking changes or sensitive information should be verified through trusted channels.

Businesses should avoid making exceptions to payment approval procedures simply because senior employees are away.

Clear escalation arrangements are particularly important during reduced operating periods.

Review Payment and Financial Approval Controls

Financial systems often require approval from particular employees.

If those employees take leave, legitimate payments may be delayed.

However, weakening controls can create fraud risks.

Before the holiday period, confirm who is authorised to approve payments and financial changes.

Arrange appropriate delegation where necessary.

Maintain separation of duties where practical.

Banking detail changes should be verified through established procedures.

Temporary authority should be documented and reviewed when normal operations resume.

Technology access and financial approval responsibilities should remain aligned.

Confirm IT Support Availability

Businesses should know what IT support will be available during the holiday period.

An internal IT employee may be on leave.

An external service provider may operate with reduced hours.

Confirm support arrangements before they are needed.

Check whether emergency assistance is available and what qualifies as an emergency.

Review response expectations and any additional charges for after-hours work.

Ensure that the relevant contact details are available to authorised employees.

A support agreement should be understood rather than assumed to provide uninterrupted assistance.

Document Essential Troubleshooting Procedures

Some common technology problems can be resolved through established procedures.

These may include reconnecting approved devices, checking service status or reporting a known application error.

Document simple, safe procedures for authorised employees.

Instructions should be clear and specific.

Avoid encouraging staff to make security changes or attempt unfamiliar technical work.

Where a problem requires professional support, the procedure should explain how to escalate it.

Documentation can reduce unnecessary delays while keeping technical responsibilities appropriately controlled.

Establish an Emergency Escalation Process

Not every technology issue requires an immediate response.

A minor printing problem may be able to wait.

A ransomware warning, major system outage or suspected data breach may require urgent action.

Businesses should define what constitutes a critical incident.

The escalation process should identify who must be contacted and how decisions will be made.

It should also include arrangements for employees who are unavailable.

Emergency contact information should be stored securely and remain accessible to the appropriate personnel.

A clear process can reduce confusion when a serious problem occurs.

Protect Company Devices During Staff Leave

Employees may leave laptops, phones and other company devices at home or in the office during holidays.

These devices should remain appropriately protected.

Confirm that screen locks and device encryption are enabled where required.

Devices should be stored securely.

Employees should understand the procedure for reporting lost or stolen equipment.

Company devices should not be shared with family members or other unauthorised users.

Where remote management is available, the business should know how to respond if a device is compromised.

Protecting devices remains important even when they are not being used for daily work.

Plan for Staff Returning From Leave

Technology preparation should also consider what happens when employees return.

Temporary permissions may need to be removed.

Delegated responsibilities should return to their normal owners.

Employees may need to review important system changes made during their absence.

Devices that have been offline may require updates.

A short return-to-work technology review can help identify unresolved issues.

It also provides an opportunity to confirm that temporary arrangements have been closed appropriately.

Holiday coverage should not become a permanent change by accident.

Common Technology Preparation Mistakes

One common mistake is assuming that IT support will be available without confirming holiday arrangements.

Another is relying on a single employee to manage essential accounts.

Businesses may also neglect backup testing or leave unresolved security warnings unattended.

Outdated customer communication settings can create frustration.

Expired subscriptions and poorly documented access arrangements may interrupt operations.

Some organisations make major system changes immediately before staff leave, leaving little time to address unexpected problems.

These issues are often preventable.

A structured review completed in advance can reduce unnecessary disruption.

Create a Pre-Leave Technology Review Schedule

Technology preparation should begin before the final working day.

Start by identifying essential systems and employees with critical responsibilities.

Review backups, account permissions and security alerts.

Check website, email and telephone arrangements.

Confirm service renewals and external support availability.

Allow time to correct any problems identified.

The final review should focus on confirming that arrangements are functioning rather than introducing major changes.

For businesses with several departments or branches, responsibilities should be documented clearly.

A repeatable process makes future holiday periods easier to manage.

Final Thoughts

Preparing business technology before staff go on leave helps reduce the risk of avoidable interruptions.

Essential systems may continue operating while the employees who normally manage them are unavailable.

Backups, account permissions, cybersecurity controls and communication arrangements should therefore be reviewed in advance.

Businesses should also confirm who will respond to urgent problems and whether external IT support will be available.

Website forms, email routing, telephone systems and software subscriptions deserve attention because they directly affect everyday operations.

Clear documentation and suitable delegation can reduce dependence on individual employees.

However, temporary access arrangements should not weaken security.

The objective is to maintain business continuity while allowing staff to take their leave without unnecessary interruptions.

With a practical pre-leave technology review, businesses can enter the holiday period with fewer unresolved risks and a clearer plan for handling problems if they arise.