It’s not every day that a workplace policy gets used against the very people who created it, but one Redditor did just that when they found a loophole in their company’s PTO rules.
After their boss insisted no one could take time off during quarter-end, but HR emailed that all PTO must be used by the 30th, the Redditor took it upon themselves to dig into the employee handbook. There, they found a clause that stated PTO requests were automatically approved if not denied within 48 business hours.
So, they submitted multiple small requests, watched as they got approved, and took advantage of every minute of PTO, causing chaos within the team and giving HR a headache. Was this a justified use of company policy, or did the Redditor take it too far? Keep reading to see how the community weighs in on this clever act of retaliation.
A worker exploits a loophole in the PTO policy to take time off, despite their manager’s objections
























Navigating workplace policies can be an exhausting experience, especially when it feels like the rules aren’t designed with employees’ best interests in mind.
In this story, OP is caught in a frustrating loop of company directives and conflicting expectations, leading to a decision that’s as much about reclaiming control as it is about taking deserved time off. While OP’s actions might seem petty to some, they reflect a universal emotional truth: when employees feel powerless, they often seek ways to restore a sense of fairness, even if it means bending the rules.
At the heart of OP’s decision to take action was a deep sense of frustration. In a situation where they were told to use their PTO before the end of the month, only to be told they couldn’t take time off during a critical business period, OP was left feeling trapped. It’s not just about the vacation days, it’s about being respected, being seen.
Psychologically speaking, when people feel like their autonomy is being taken away, it can trigger a need to fight back, to regain control. This often manifests in “malicious compliance,” where an individual follows the rules to the letter, but in a way that highlights the absurdity or injustice of the system.
In this case, OP’s decision to submit multiple separate PTO requests was a calculated move to get what they were due without backing down. While it might have seemed like a small act of defiance, it was deeply rooted in the need for fairness and a sense of personal agency.
According to the glossary on Keka, “When people feel powerless at work, malicious compliance becomes a form of silent resistance.” OP wasn’t simply being petty; they were responding to a sense of emotional injustice.
And when OP’s strategy led to a ripple effect across the team, with others following suit and PTO requests piling up in the calendar, the result was chaotic, but also strangely empowering.
While the company scrambled to adjust, it was clear that this was a moment of collective power, a brief but meaningful reclaiming of control in an environment where employees’ voices had been largely ignored.
In the end, OP’s victory wasn’t just about taking those PTO hours, it was about sending a message that their time mattered. The new policy that followed, mandating PTO requests during quarter-end to be in full-day increments, was a direct response to the disruption caused. Whether it’s a fair or just solution is up for debate, but it’s clear that OP’s action had an impact.
Here’s what people had to say to OP:
This group highlighted the inconsistency in PTO policies




These commenters critiqued managers who randomly block PTO usage








This group shared humorous or insightful perspectives, pointing out how companies often mishandle PTO









These Redditors discussed quirky or strict PTO systems







This user critiqued the concept of “unlimited PTO,” calling it a deceptive practice where managers can refuse requests



Was the employee wrong for using the loophole in the PTO policy? And have you ever had to stand up for your rights at work? How did you handle it? Share your thoughts below!









