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AITA for Keeping the Vacation Week I Won Despite a Co-Worker's Request?


My company had a raffle at our annual meeting. Everyone who attended was automatically entered, and the grand prize was an extra week of paid vacation. It was approved by HR and could be used any time before the end of the year, and I ended up winning.

I've been saving for a solo trip overseas for almost two years. I already had one week of PTO approved, so the extra week would let me extend the trip instead of rushing through it.

The day after the raffle, one of my coworkers congratulated me and then asked if I'd consider giving him the extra week. He has three kids, and his family hasn't taken a proper vacation in years because of money and scheduling. I told him I was sorry, because of course I was planning to use it myself.

"I'm sorry, I was planning to use it myself."

The issue started later when a few other coworkers found out he'd asked me. One of them said it would "mean a lot more" to his family than it would to me since I'd just be traveling alone. Another joked that I "won the wrong raffle."

"The whole point of a raffle is that it's random."

Now there are two camps in the office. Some people think it's my prize and I shouldn't feel guilty for using it however I want. Others think I'm being selfish because I have no dependents and my coworker would make "better use" of it.

🏠 The Aftermath

The aftermath of my decision to keep the vacation week I won resulted in mixed reactions from my coworkers.

I kept the extra week and extended my solo trip, while my coworker with three kids missed out on a chance for a family vacation.

This led to some tension in the office, with debates on whether I was selfish or entitled to enjoy my prize.

"It's my prize, and I wanted to use it for myself."

I felt conflicted about the situation, understanding both sides of the argument.

💭 Emotional Reflection

Reflecting on the dilemma, I can see how my decision to keep the vacation week may have appeared selfish to some, especially considering my coworker's family circumstances.

However, I had been looking forward to this trip for a long time and felt entitled to enjoy the prize I won fair and square.

It's a complex situation with valid arguments on both sides, highlighting the challenges of balancing personal desires with compassion for others.


The office was divided in their reactions to my decision:

"It's your prize, enjoy it the way you want."
"Considering his family situation, you could have been more generous."
"I understand both perspectives, but it's a tough call."

The reactions in the office varied, reflecting the ongoing debate on the fairness of my decision.


🌱 Final Thoughts

In hindsight, the situation raised questions about balancing personal opportunities with empathy for others' needs.

It's a reminder that sometimes, even random events can lead to challenging ethical dilemmas.

What do you think?
Would you have left, or stayed and kept trying to make it work? Share your thoughts below 👇


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