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Am I the Jerk?

Manager DEMANDS I SKIP my VACATION and WORK INSTEAD

Am I the Jerk?

amithejerk.com

Society & Culture, Relationships

4.83.2K Ratings

🗓️ 12 June 2026

⏱️ 24 minutes

🧾️ Download transcript

Summary

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Transcript

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0:00.0

My toxic job is always demanding that I work through every vacation I ever receive.

0:04.6

So I decided to get some petty revenge by literally following the letter of the law and using all of my PTO throughout the rest of the year,

0:11.0

leaving my toxic managers in a pinch where for the first time they actually had to do their job.

0:15.6

Here's how I did it.

0:16.5

Okay, so this happened a couple years ago at my old job.

0:19.2

This was a pretty demanding corporate gig where we were always juggling tight deadlines,

0:23.3

constant emails, and way too many meetings that easily could have been Slack messages.

0:27.1

Around early November, human resources sent out one of those all-staff emails with a bright red banner and an urgent tone.

0:33.6

It read something like this.

0:34.8

Reminder, all unused PTO must be taken before December 31st. We will not be

0:39.5

allowing rollovers this year. Please schedule your remaining days immediately or risk losing them all.

0:44.6

And this was with no exceptions, no flexibility, and no consideration for project deadlines.

0:49.5

Now, I wasn't one to take a ton of time off during the year, mostly because every time I tried,

0:54.0

something urgent would come up and I would just get guilted into postponing it.

0:57.0

So by November, I had 10 full days of paid time off just sitting there.

1:01.0

And according to Human Resources, big red warning, I had about six weeks to use them.

1:06.0

Now, naturally, I did what any burnt-out, unappreciated worker would do.

1:10.0

I opened the calendar and I booked myself off from December 18th to December 31st. Two full weeks. Right before New Year's smack in the middle of the most chaotic time in our project cycle. A week later, my manager, let's call him Rob, came to me in a mild panic. Rob said to me, hey, I saw your PTO request and I was hoping we could shift that a little. December's going to be a critical time for the project, and we really need all hands on deck. I then said to him, yeah, I get that, but HR literally just sent out that PTO deadline. If I don't use those days, then I lose them all. And I've already worked through enough vacations this year. He looked uncomfortable, but couldn't argue with the logic. I even forwarded him the

1:44.4

human resources email with a subject line saying, using my days as required. Well, he escalated to

1:49.8

human resources and of course, they replied by saying, we understand that it may be inconvenient,

1:54.5

but our PTO policy is final. Managers are responsible for planning around employee availability.

1:59.5

And seriously, that reply felt like

...

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