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Getting Your Business Holiday Season-Ready

The real reason businesses find the holiday season stressful is a lack of preparation. It's not as hard to handle even with a small team if you plan ahead. But most businesses believe they can ‘wing it’. Unfortunately, the reality often proves otherwise, causing companies to face serious losses twice or more a year. So, what can you do to prevent that?
Author: Eugenija Steponkute
Published: 20/05/2024

This piece highlights the negative impact the holiday season has on businesses across most sectors and discusses ways to minimise it. We will examine the causes of these issues and offer optimisation advice.

The holiday season is something every employee looks forward to—a well-deserved time to rest, unwind, and forget about work stress. However, it is often quite the opposite for businesses. For them, the holiday season means increased stress, a smaller workforce, potential project delays, and much more. But here’s the catch: it doesn’t have to be stressful, especially since the holiday season occurs at least twice a year. 

Not to mention, most workers save their days off for these specific dates. This often results in multiple employees submitting leave requests for the same period, leaving the company short-staffed. How can you ensure you don’t end up with no one to handle daily tasks while keeping everyone happy? The solution is simpler than you think, and we'll discuss it in this article. 

On the other side of the issue, we have workers who steadfastly refuse to take time off, which affects their efficiency in the long run. We will also explore how to address this problem. Overall, the main goal of this piece is to help you find a healthy balance when it comes to managing time off. There are ways to reduce the stress of the holiday season without compromising your work quality or employee satisfaction. With the right tools and a well-considered approach, it will never cause you a headache again. 

Why is the Holiday Season Stressful for Businesses?

The main issue during the holiday season is that it leaves businesses short-staffed. The remaining workers have to handle a heavier workload, which can impact both the progress and quality of projects. In other words, the holiday season often causes disruptions in business operations.

If not managed properly, restrictions caused by a workforce shortage can negatively impact multiple areas of the business. From client relationships to direct revenue loss. In other words, while you're legally required to give your staff time off, it should be done thoughtfully. Granting a holiday every time it’s requested, especially during busy periods, can lead to catastrophe. 

With all that in mind, the real reason businesses find the holiday season stressful is a lack of preparation for it. It is not as hard to manage it, even with a smaller workforce, if you plan ahead. However, most businesses believe they can ‘wing it’. Unfortunately, the reality often turns out to be different, causing companies to face serious losses two or more times a year. So, what steps can you take to avoid that? 

The Ins and Outs of Holidays

The idea of time off is straightforward. However, some aspects are not often discussed. To become efficient in holiday management and optimisation, you need to understand these, as they address common issues. So, let’s explore all the details of holidays to ensure you have all the knowledge you need. 

Minimum Holiday Entitlement is Non-Negotiable  

It is compulsory to give your employees a minimum holiday entitlement mandated by law, which varies depending on the country where your company is based. It’s important to understand that this refers to the number of days off the employer must provide, not a limit on the total days off the worker can take. Many companies have a policy allowing workers to take extra time off, but they will not be paid for those days. This can differ from one company to another, whereas the minimum holiday entitlement is non-negotiable. 

However, the issue does not lie in there not being enough paid days off per year. Quite the opposite. With the prevailing attitude that encourages overworking and glorifies constant 24/7 productivity, most workers do not claim their full holiday entitlement. When that happens, unclaimed days are meant to carry over into the next year, but the amount is usually capped. Overall, despite being legally required, very few people fully utilise their paid leave days. It is not a punishable offence as long as the option is available, but it is in your best interest to take the days you are entitled to, even if you have to insist on doing so. 

Enforcing Time Off

You read that right. Sometimes your employees, no matter how desperate they are, will stubbornly refuse to use their holiday allowance. Whether it’s to impress you with their dedication or because they are overly determined to meet their quotas, this is not a good practice. Not only does it lead to burnout and resentment, but it also hinders productivity and performance instead of bringing better results. If that’s the case, you can and should enforce time off to give them the opportunity to recharge and recover. 

However, as with most matters in the workplace, enforced measures are seldom welcomed. Before exercising your authority, you should always attempt to communicate first. Explain to the worker you believe needs a holiday why you are concerned and how this benefits them. It’s important to emphasise that this is neither a punishment nor one that should be punished, but rather that you act out of care. If that approach fails, you are within your rights to insist they take time off. Unfortunately, this must be accompanied by a notice period of several days during which they are required to refrain from attending work. 

Planning Ahead

There are two main holiday seasons each year: the Christmas period and early summer, when school finishes. Since they occur at the same time each year, you have plenty of time to plan ways to keep your business afloat during these periods. Start by reviewing past years. How many employees did you have? How busy was your business? Did you encounter any challenges? Answering these questions can give you a general idea of your main struggles and offer an opportunity to address them in the future. For example, if you need a certain number of staff but still have to grant time off to some, you might consider hiring temporary workers. 

Depending on your industry, however, you might have specific times when business increases, as well as periods when most of your workers will try to take time off. Sometimes, these two coincide. If the dates differ and you cannot plan for specific days, your best option is to have a general strategy that is not tied to particular times. Many tools are also available on the market to help you create this strategy and support both yourself and your workers during busy periods. 

Optimising Your Business for the Holiday Season

As we’ve mentioned before, to lessen the stress on your business operations during the holiday season, you need to plan in advance. Holiday management is a process, meaning it can be refined. It involves both external and internal aspects. If you're unsure where to start, the following sections will steer you in the right direction.

Communicate Potential Disruptions to the Clients

A common mistake people make in both business and personal life is assuming others know and understand what is happening. Just because you are entering the holiday season does not mean the client will automatically know you are working with a reduced workforce. This is something that needs to be communicated, or else be prepared to face disgruntled emails, calls, or general displeasure if things aren’t completed on time or lack their usual quality. A simple heads-up can save you from all that. Your clients also run businesses and find themselves in similar situations - they are very likely to be understanding if you simply warn them in advance and less forgiving if it comes as an unpleasant surprise. 

Additionally, depending on the urgency of the project, this can also be an opportunity for you and the client to figure out how to speed up the work before the holiday season starts. For example, you might prioritise different tasks based on your team’s availability. Or you might agree to put certain things on hold, completing them once the workers responsible are back. Once again, many aspects will depend on clear communication and its effectiveness. If managed properly, how you deal with potential delays and disruptions can even strengthen your relationship with the client, showing your human yet dependable side to them.

Centralised View of Team’s Availability

It can be challenging to avoid running short on staff when multiple holiday requests come in. It's very human to forget, especially when things like booking time off are mainly managed through emails. As everyone knows, messages can easily get lost in the inbox. Therefore, if you rely on your email and memory to organise your staff’s holiday, you risk accidentally leaving yourself understaffed. The best solution is to move this process to a centralised system. A dedicated platform that handles both time off requests and approvals can also provide an overview of your company’s staffing levels for a given period. With this, you can better assess whether granting holidays will leave the business understaffed. 

Furthermore, having visibility of who is off and when allows you to plan your actions well in advance. As we’ve already discussed, the first step is to notify the affected clients. Next, it would be wise to assess how much work will remain behind by those on holiday and determine the best way to distribute it across the remaining team to minimise the backlog. Most systems are not limited to request time-off only; they also include other types of absences such as parental leave, sick days, public holidays, and others. In addition to offering convenience in booking holidays, dedicated software can also reveal patterns of absenteeism, enabling you to identify attendance issues. 

Shift Scheduling Solution

Another way to ease the burden of managing the holiday rush manually is to use a shift scheduling system. Although it is mostly relevant to companies that operate on a shift-based model, it can also benefit traditional 9-to-5 firms, especially when they hire contractors to cover gaps. Instead of juggling timetables that don’t clash with legal regulations, align with everyone’s time off, and prevent excessive overtime for some workers, a shift scheduler can handle that task. Some solutions already form part of holiday management systems, while others can be easily integrated with them. In either case, staff availability data will be considered when creating shifts.

We also recommend integrating the timesheet solution. It helps ensure your employees don’t work more hours than their contracts specify and that they are paid correctly if there are varying rates. Some vendors have identified these three tools as most effective when used together and offer them as a combined package. Another advantage of certain shift scheduling solutions is that finding a replacement worker for a shift doesn't require your involvement. The system will either assign the next available employee automatically or workers can volunteer to take over a free shift.

Managing Leave Requests with Ease

We’ve already addressed the issue of double-booking holidays because it can be difficult to track requests when they arrive in your already busy inbox. But that’s only one problem. Sometimes, holiday requests go unnoticed; other times, you acknowledge them but forget to respond, among various other scenarios. Despite differences, they all lead to the same outcome: your employees become unhappy, and you end up making quick decisions. Often, those decisions aren’t in your favour, which circles back to poor planning.

A holiday management system, on the other hand, consolidates these requests in one place and can be organised according to your preferences. Whether by submission date, the person’s name, the number of days off requested, the date range, or other filters you rely on. You can also organise the system by creating custom groups based on departments or specific teams, and assign them custom approvers. At Timesheet Portal, the person submitting the leave request can choose their approver when there are multiple options. Approvers do not need to log into the system to make their decisions. Once a request is submitted, they receive an email notification and can approve or reject it directly from there. 

Key Takeaway 

The holiday season can be stressful for many businesses, as it not only reduces their operating capacity but also throws them into administrative chaos. Balancing schedules, ensuring projects remain on track, and avoiding overworking staff are common challenges. However, there is a solution. Some planning in advance can work wonders, and it’s not a complicated process. 

First of all, you need to recognise that holiday is very important for your overall company’s success. Even if there are periods that put a strain on the business, workers are legally entitled to a certain amount of paid time off for a reason. Resting is crucial to maintaining productivity, as it ensures your workers are refreshed and inspired to deliver their best performance. Sometimes, however, you will find yourself needing to enforce time off - and it’s okay.

To eliminate holiday season stress, it is essential to understand that holiday management is a process. Like all processes, it can and should be optimised. There are tools specifically designed for this, such as centralised calendar systems and shift schedulers. Moreover, informing your clients in advance about reduced operational capacity can make a significant difference.

Are you still running around like a headless chicken every holiday season? Let us help you get your ducks in a row. Let’s talk.

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