November 28, 2025 at 1:35 pm

Boss Wouldn’t Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

by Matthew Gilligan

man relaxing on a couch

Shutterstock/Reddit

Some employers make their vacation policies so darn complicated…for no reason at all!

What’s up with that?!?!

This person was pushed into a corner when it came to their vacation time at work, so they had to come up with a unique way to finally take some days off.

Check out what happened in the story below.

Oh, I can’t use vacation time? I guess I’m just ill, then.

“Where I work, vacation leave over a certain maximum rolls over to sick leave if one doesn’t take it by the end of the fiscal year, which is August 31.

Due to staffing shortages, I held off taking my vacation time so as not to overburden my co-worker.

This sounds frustrating…

Now we’re doing a little better in terms of staffing, but my boss won’t give me the time off, even after I made the very reasonable suggestion that maybe I could just take some half-days here and there.

I already have over a year’s worth of sick leave, and having even more doesn’t appeal, since I’m not likely to ever need it.

Might as well!

So…if my unused vacation hours are going to become sick leave anyway because my request for vacation was denied, I’ll just take sick time now and avoid the rush.

Instead of my boss having me there all week long, albeit with some days only being half-days, she’ll have to deal with me being out all day because I’m sick.

And contagious. Yep. Very contagious.

In fact, I’m so contagious that my colleague whose flex time was denied by the same manager, sees a very serious virus on the horizon because of our close interaction before I went out on sick leave.”

Let’s see how readers reacted to this story.

This person had a lot to say.

Screenshot 2025 11 20 at 7.09.34 AM Boss Wouldnt Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

Another individual spoke up.

Screenshot 2025 11 20 at 7.09.52 AM Boss Wouldnt Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

This Reddit user weighed in.

Screenshot 2025 11 20 at 7.10.05 AM Boss Wouldnt Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

Another individual shared their thoughts.

Screenshot 2025 11 20 at 7.10.15 AM Boss Wouldnt Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

And this person chimed in.

Screenshot 2025 11 20 at 7.10.26 AM Boss Wouldnt Let An Employee Use Their Vacation Time Because Of Staffing Issues, So They Took Sick Days Instead And Avoided Losing Their Days Off

They weren’t about to let those days off go to waste!

If you liked that post, check out this post about a rude customer who got exactly what they wanted in their pizza.