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Boss Refused To Approve His Overtime, So He Used Their Own Rules To Get Back At His Boss

by Layla Bui
November 21, 2025
in Social Issues

Sometimes, you just have to show your boss how things are done, especially when they try to play hardball with your time. One Redditor found themselves in the middle of a classic office power struggle: their boss denied overtime, despite the fact that they’d worked far beyond the regular hours to pick up the slack.

But when things went south on a major project and the boss tried to make a last-minute save, the Redditor wasn’t having it. They calmly clocked out and left for the night, leaving their boss to deal with the consequences. Was this an unprofessional move, or just some well-deserved karma for a manager who didn’t want to approve OT? Let’s dive in.

A worker covers for three coworkers, is denied overtime, and leaves early on Friday

Boss Refused To Approve His Overtime, So He Used Their Own Rules To Get Back At His Boss
not the actual photo

'Can’t approve overtime? Ok I’ll just leave early on Friday?'

For background, this took place in the 1990’s when a T1 (1.5 Mbps data connection) would run you over $500 a month

and only the phone company and a few very large, data-centric companies would even dream of having a T3 (43 Mbps)

I was working for one of those telephone companies in the central office where we provisioned and trouble-shot those very lucrative services.

There were 4 people in my department, making it one of the larger such office in the state.

One day there was one person on vacation, and another one out of the office for some other reason.

Tech #3 called in sick. I was alone for 8 hours with the workload of 4 technicians.

Well, as a good employee, I prioritized and got all the trouble tickets done, and all of the most urgent new services installed.

Everything due that day was done. But in the process I missed my two 15- minute breaks, and worked through lunch.

My supervisor came down at the end of the day to congratulate me for my good work, and he was watching me fill out my timesheet for 9 hours.

He started to get a little panicky, and said he couldn’t approve overtime. He would get in trouble.

I reminded him that I had just spent 9 hours doing the work of 4 people (32 hours worth of work) but he said it wasn’t approved.

I said, what can we do then? I worked it, I need to get paid. He suggested I leave an hour early on Friday. So I agreed.

Come Friday, I decided to take full advantage and only take a half hour lunch so I could leave at 3:30 instead of 4:00.

We’ll guess what? The vacationer and the sick person had not returned so it was just two of us.

The other person disappeared at 1:30 or so. I found out later she was interviewing for a management position.

At 3:00 I got paged for a ticket on one of those very expensive T3’s “down hard.”

I was to join a conference bridge to assist in troubleshooting. I joined the call, then at 3:25,

I said, sorry, I have to drop off. I’m not approved for any overtime.

The night shift person will be here in a half hour to help.”

I dropped off, knowing the night person on duty had never worked on a T3 before.

I hadn’t even reached my car when the pager started blowing up.

Overtime is approved, please stay on. But I had already clocked out and so I just smiled and got into my car.

Drove home and took my wife out for a long overdue date night.

Edit: for those of you who followed me based on the strength of this one post, thanks but you’re sure to be disappointed.

Most of my content is mundane to the extreme.

Setting boundaries in the workplace is something so many of us struggle with. The OP was put in a situation where they had to pick up the slack for three other people, working the equivalent of 32 hours in a single day.

And when the supervisor refused to approve overtime, it wasn’t just about the extra pay; it was about respecting the effort that had been put in. The OP made the right call to set a boundary and assert their time.

The thing about this situation is, the OP wasn’t asking for anything unreasonable. They were doing the work of four people, covering all the urgent tasks, but when it came time to get compensated for it, the supervisor said no.

And here’s where the problem lies: in workplaces like this, employees are often expected to sacrifice personal time without proper recognition or reward. It’s something that happens all the time, and it’s frustrating.

As noted by Workplace Strategies for Mental Health, “Although most employees work overtime hours, it’s not a requirement.” The OP was in the right to expect to be compensated fairly for the work they had already put in.

Then, when the OP was told they couldn’t leave on Friday, they were faced with another opportunity to set their boundaries. The request to leave early, made as a way to manage their time after working so hard all week, was simply the right decision for their mental health and well-being.

As Dr. Samantha Stein explains, “Boundaries are an important part of healthy relationships and a healthy life. They help keep us safe and maintain an experience of choice and control in our lives.” So, when one person ignores or disrespects the other’s boundaries, it creates a breakdown of trust and mutual respect.

What makes the OP’s decision so satisfying is the way they took control of their own time and emotional labor. The OP didn’t just roll over when the company tried to pressure them into staying.

They asserted their needs, walked away, and ended up spending a well-deserved evening with their wife. Sometimes, standing firm on a simple request can feel powerful, and this was one of those times.

In terms of professional advice, Monitask suggests, “You might say ‘no’ to working overtime, or you might say ‘no’ to taking on a project that is outside of your job description”.

The OP showed that setting boundaries isn’t just about saying no, it’s about protecting your time and ensuring you’re not taken advantage of. That’s not only healthy, it’s essential for maintaining your personal life.

When the company called back, trying to get the OP to stay on, the OP had already made it clear that they weren’t going to be manipulated. That’s the power of knowing when to enforce your boundaries.

And honestly, it’s something that many employees fail to do, often out of guilt or fear of confrontation. But in this case, the OP’s confidence in walking away was empowering and completely justified.

Here’s what Redditors had to say:

These commenters expressed amusement and agreement with the OP’s decision to clock out despite the company’s attempt to limit overtime approval

oteezy333 − The best part about this entire story is you still clocking out even when they realized their grave mistake.

Like nah, you made your bed, now f__king lie in it

MadRocketScientist74 − "I can't approve overtime."

Then I strongly suggest you raise this issue with your boss and get the ability to approve overtime, or this will bite you in the ass.

buttgers − Aside from not being miserly, they should've known an issue would arise. Something ALWAYS goes wrong towards the end of Friday.

This group shared similar experiences, highlighting how managers often refuse to approve overtime until it’s too late

livinlikeriley − he could have approved the OT the first time. Glad you still left.

ModularPersona − he couldn’t approve overtime They always can't right up until they can.

quiet-Julia − When I was working field service in hospital labs I would always work until everything was up and running again.

The overtime was automatically assumed to be approved, until one day our manager called a meeting saying

that all overtime had to be approved or it wouldn’t be paid. I didn’t say anything I just smiled as I already knew what to do.

The next time I was out on a late afternoon, I told the customer that I would have to come back the next day

since our overtime was no longer being approved and I was unable to get a hold of my manager as he wasn’t answering his phone.

She looked at me and just said keep working, and give me your manager’s phone number.

I did so, and in a few minutes the manager called me and told me my overtime was approved.

The customer walked over to me and I asked her what she said. Oh I just tore a strip of flesh of his back.

The customer had a standing po for any overtime, so he had to pay me.

I did this at every customer site and told all the other guys to do it too, and within a few days, the overtime directive was rescinded. Edit: spelling corrections

These commenters focused on the financial and ethical implications, criticizing the company for trying to avoid paying for work already done

Kabc − Two of our offices recently flooded, so we had two offices worth of staff to relocate.

We were given the option of using PTO or sick time if we had it. I was fairly young to the team so I had neither.

One day, there was no spot for me, so they gave me a sick day. Manager punched it in and approved it.

The scheduler made a mistake on the schedule and left someone alone in a very busy office.

I got a call asking me to go in. I just said no, I would be unable to make it.

If you give me time off, or I need time off—I’m taking it. Your management problems are not my problems.

SnickerSnapped − The craziest thing about "I can't approve overtime" is that he had 3 techs not in the office - 24 billable hours not being paid at all.

Assuming that the one who was just "elsewhere" was still doing company work, that's still 16 hours of pay the company is saving.

OP worked ONE overtime hour for 1.5 hours of billable time. Swallowing a camel but straining at a gnat.

richie65 − Ignorantly short-sighted for them to, at any point, say; "overtime is not approved"

While assuming they can just abuse the employee, trying to manipulate them into not being paid for their work...

This sort of arrogant stupidity deserves, and demands to be brutally punished.

This group commented on how the “no overtime” policy is often a way for bosses to avoid paying workers

HouseConsistent5160 − Typical boss speak (can’t approve OT) when they just don’t want to,

because it will interfere with them getting a kick back on the unused hours.

Obviously they absolutely could, but wanted to eff you, instead of losing money for them. Good on you. Hopefully they learned something from that.

frosty95 − I pulled something similar. Salary. Would flex hours for myself AND the companies benefit. HR b__ch got snippy about it.

I went into hard 8-5 only mode. Suddenly projects are not getting done and I'm never answering for emergency calls.

I explain she told me not to. Suddenly HR lady isnt allowed to contact me directly anymore.

Kodiak01 − This is one reason I like where I'm at: The OT is pretty much unlimited as long as you can

show you were doing something productive for the company.

You need extra scratch and want to work an extra 3 hours every evening and come in for 5 hours on Saturday to get s__t done? Knock yourself out!

So, was the employee in the wrong for leaving early when his overtime wasn’t approved? And have you ever been in a situation where your time was undervalued at work? How did you handle it? Share your thoughts below!

Layla Bui

Layla Bui

Hi, I’m Layla Bui. I’m a lifestyle and culture writer for Daily Highlight. Living in Los Angeles gives me endless energy and stories to share. I believe words have the power to question the world around us. Through my writing, I explore themes of wellness, belonging, and social pressure, the quiet struggles that shape so many of our lives.

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