December 3, 2025 at 12:55 am

A Worker’s Boss Told Them To Do Whatever Was Necessary To Not Work Overtime Hours, So They Came Up With a Schedule Where They Left Work Early Every Friday

by Matthew Gilligan

man sitting at a desk

Shutterstock/Reddit

This is what I’m talkin’ about!

I love a good “Malicious Compliance” story and this one definitely fits the bill!

Read on and prepare to be entertained, amigos!

Weird overtime, Boss, but okay.

“Some years back I worked for a billing company doing an absolute ton of different things.

I had a mix of daily tasks, which had to be done first, and other tasks with assorted deadlines. Because of this, relatively quickly after I was done with training, I was working overtime constantly.

The daily tasks tended to chew up most of the day, and I needed overtime to work on the other tasks. My boss (Chad) was a big penny pincher, though. So after I’d had consistent overtime for a week I get pulled into the office.

Their boss wanted to have a talk…

Chad: I see you’ve been doing a lot of overtime. From now on I want no more overtime whatsoever.

Me: But Chad, I won’t be able to get all of the work done without overtime.

Chad: We can’t afford to pay overtime right now, so just do your best.

Okay…

I shrugged and went back to work. Chad had a bad habit of under-valuing the work of others so I figured his tune would change fairly quickly.

A little over one week later and I’m back in the office. At the time I had assumed malicious compliance complete, but things got strange.

Chad: Pant, I’ve been told you don’t have the coding done for the upcoming project.

Me: Well, you told me no overtime and my daily tasks take up too much of my work hours. I don’t have enough time to do those projects.

Chad: Well you need to get these things done. So work whatever hours you need to, but make sure that at the end of the week you’re still only working 40 hours.

Ummm…

Me: (After a brief pause of shock) So … you want me to work however long I need to and then leave early on Fridays.

Chad: (Barely paying attention) Yes, just get the work done.

A strange policy to be sure, but a welcome one. Chad didn’t realize the box he had opened. Working overtime Monday-Thursday did allow me to get the other projects on my plate done.

This worked out well!

But it also meant that every Friday I would leave early, very early. Some weeks I only worked 1 or 2 hours on Fridays. This meant that sometimes the daily tasks didn’t get done, and had to be lumped into Mondays. It took a few months for Chad to notice.

Chad: I’ve heard you’ve been leaving early on Fridays. You can’t just leave when you want: it makes the other employees jealous and it’s delaying tasks over the weekend. You can’t just make your own hours, who okayed this?

Me: Well … you did Chad. I’m working the schedule you told me to work. I needed the overtime to get all of my tasks done, and this was your solution.

Chad: Well I don’t remember that (a flush of color indicated he did, indeed, remember that). Look, just email me for approval every time you need overtime.

Now, at this point, I thought the malicious compliance was over. But, unknown to me, the saga was continuing without me even intending to.

Because I listened to my boss. I emailed every time I needed to work overtime. Which was every day.

Here you go!

Like clockwork, I had an alarm, one hour before my shift ended I would draft a fresh email with the fresh reason for that particular day and send it. I, foolishly, thought nothing was wrong. Chad approved every time, request fulfilled. But then a month later, back into the office.

Chad: I’ve decided that I can trust you to handle your own overtime. So you don’t need to email me for approval any more.

Me: Oh, well thanks! I’ll make a note of that.

I was later told by the HR staff in charge of time sheets that Chad only told me that because he was sick of dealing with my emails every day.

And that’s the tale of how I got to, essentially, set my own schedule. As long as it was over 40 hours a week. I’m very happy to no longer be working for Chad.”

Check out what people had to say about this on Reddit.

This person was impressed.

Screenshot 2025 11 12 at 1.02.22 PM A Workers Boss Told Them To Do Whatever Was Necessary To Not Work Overtime Hours, So They Came Up With a Schedule Where They Left Work Early Every Friday

Another reader weighed in.

Screenshot 2025 11 12 at 1.02.36 PM A Workers Boss Told Them To Do Whatever Was Necessary To Not Work Overtime Hours, So They Came Up With a Schedule Where They Left Work Early Every Friday

This Reddit user shared their thoughts.

Screenshot 2025 11 12 at 1.02.43 PM A Workers Boss Told Them To Do Whatever Was Necessary To Not Work Overtime Hours, So They Came Up With a Schedule Where They Left Work Early Every Friday

This individual spoke up.

Screenshot 2025 11 12 at 1.02.54 PM A Workers Boss Told Them To Do Whatever Was Necessary To Not Work Overtime Hours, So They Came Up With a Schedule Where They Left Work Early Every Friday

Sounds like a pretty good schedule, doesn’t it?

If you liked that post, check out this post about a woman who tracked down a contractor who tried to vanish without a trace.