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If an employee doesn’t take their annual leave, it can seem like a minor issue. However if it’s not managed properly, it can lead to serious consequences for your business, including large financial payouts, legal claims and compliance risks.
A recent high-profile case highlighted this clearly. A property manager was awarded nearly £400,000 after being unable to take holiday for years due to staff shortages. By the time his employment ended, he had built up over 800 days of unused leave.
While this is an extreme example, it raises an important question:
What are your responsibilities if employees don’t take their holiday and what risks do you face if you get it wrong?
It’s easy to assume that employees are responsible for booking and taking their own leave. In reality, employers also have a legal duty.
As an employer, you should:
If employees are unable to take leave because of business needs (for example, staff shortages or high workload) this can become an employer issue.
In the recent tribunal case, the employee requested leave multiple times but was unable to take it. This contributed to the outcome.
Employees are entitled to at least 5.6 weeks’ paid holiday per year under the Working Time Regulations 1998 (pro-rated for part-time workers).
Annual leave entitlement is then calculated on a pro-rata basis for part-time workers.This entitlement must be provided and cannot be replaced with extra pay during employment.
Unused holiday can be carried over in limited situations, including:
In most cases, holidays should be taken within the leave year.
No. Employers cannot replace statutory annual leave with a payment instead of time off while they are still employed. The only exception is: When employment ends – any unused holiday must then be paid in final pay.
Yes- depending on the situation.
Under the Working Time Regulations, annual leave is split into two parts:
A key case, Shannon v Rampersad (2015), helps explain how this works in practice.
Shannon chose not to take any annual leave during his employment. When he was dismissed, he claimed around £15,000 for unused holiday, arguing that it should have been carried over.
The tribunal rejected this claim. It found that because he could have taken the leave but chose not to, he was not entitled to carry it over or be paid for it. There was also no agreement in place allowing the additional 1.6 weeks to be carried forward, he was not entitled to carry it over or be paid for it.
In simple terms:
If annual leave isn’t managed properly, the risks can include:
The recent case, where over 800 days of leave led to a payout of nearly £400,000, shows how significant this risk can become.
This isn’t limited to unusual cases.
It often develops through:
These are common challenges, especially in growing businesses or small teams.


Effective management of annual leave requires clear structure, consistency and appropriate documentation.
Where an organisation permits the carry-over of annual leave into the following holiday year, this should be formally agreed and explicitly detailed within employment contracts and organisational policies. Clearly defined terms help minimise the risk of ambiguity or dispute.
For further guidance, our Employers Guide to annual leave is available within the Online HR Toolkit. If you would like to review your current approach or require advice on your legal obligations, we would be pleased to discuss your requirements.
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