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Manager Insists Salaried Employee Work During Vacation, Regrets It When Left Handling IT Alone

by Layla Bui
December 15, 2025
in Social Issues

Taking time off from work is supposed to be simple. You plan it, get approval, and step away long enough to recharge. But when you work at a small company where everyone wears multiple hats, even a short vacation can turn into a power struggle, especially when certain people feel threatened by losing control.

That is what one IT professional ran into after finally deciding to take a week off following years without a break. While upper management was supportive, one particular director had a very different reaction and made it clear he expected work to continue, vacation or not.

What followed was a quiet setup that relied entirely on the director’s own logic and rules. By the time the vacation ended, workplace dynamics had shifted in an unexpected way. Keep reading to see how it all played out.

A salaried IT employee is told he must work during vacation unless he has no service

Manager Insists Salaried Employee Work During Vacation, Regrets It When Left Handling IT Alone
Not the actual photo

Unless you’re in the middle of nowhere you have to work during vacation, you’re salary!?

Mobile, crap formatting and no TLDR (Ok you broke me, TL;DR at the bottom)

I work for a small company in the trades as head of the IT department (aka the only IT person).

Truthfully the gig is pretty great.

Good pay, benefits and I can come and go as I please within reason.

The two people I have to answer to are the VP and CEO

and as is par for the course they know d__k-all about anything to do with technology

and generally leave me be as I’m good at my job and everything runs smoothly.

Being a small company a lot of us don’t take vacations due to

A) building the company and B) not having replacements for the time we’re gone

but after two years vacationless (we’re in the US) my wife convinces me

to use the time I’m given to decompress and take a small, one week, get away.

I talk to VP and he gives me the thumbs up to take the time barring

I get everything in order and do some minor teaching to other staff incase of an emergency.

Cool, easy. Enter FOD (Field Operations Director) a man

who is an attack dog for the VP for no reason

as the VP is nothing but polite and reasonable.

FOD loves giving everyone a hard time, adding steps

to tasks to make himself look like he’s part of the process,

reminding everyone how much of a “boss” he is to the rest of us in management

and calling me a nerd any chance he gets..

Fair to say, I dislike FOD immensely

After making my rounds with other staff it’s FODs time

to do some scary computer related learning.

FOD refuses to look weak under any circumstances

and gets very aggressive when learning new things because “I’m the boss, I already know.”

In the midst of learning it dawns on him to ask why he has to learn this stuff anyway,

I’m the nerd and it’s my job to do this.

I clue him in on the week I’m taking off and this stuff is just precautionary.

This worries FOD as he’ll have to retain information, answer questions

and do some minor troubleshooting.

The conversation went something like this, and I wish I could tell you

that this guy isn’t this much of a jerk, but he is..

FOD = “boss”. Me = me. FOD: Who approved your vacation?.

Me: VP did as long as I could get you guys comfortable with some small maintenance..

FOD: I only approve vacation time, I’m your boss.

(Side note: he does THIS so much that VP actually wrote out the hierarchy in chart form

and we all carry a digital copy with us to remind him who he’s actually in charge of).

Me: You’re not. shows chart

FOD: Well fine! But you’re salary so you have to work during your vacation.

You’ll bring your laptop and work phone with you.

Me: When YOU vacation you make it very clear you’re unreachable

and can’t be bothered even if it’s an emergency.

FOD: That’s because I go to places without service

and unless you’re going to the mountains you have to work! You’re salary!.

Malicious Compliance Initiated

Me: Just to be clear; if I go to a place without service I won’t be expected to work, yeah?.

FOD: That’s right, but you’re a nerd you don’t do anything outdoorsy..

Me: Great, thanks for clearing that up.

Fast forward 3 weeks later and it’s vacation time.

All my ducks are in a row, people are comfortable with me being gone

for the week and are all encouraging me to just disconnect.

A close coworker of mine knows of the conversation FOD

and I had and asks what I plan to do to about it so I shared my easy but effective plan.

1) wife and I rented a cabin in the woods, 2 hours from the nearest town and it doesn’t have service

2) set up automatic email replies that have all IT questions

and concerns forwarded to FOD since “he’s the boss, he knows.”

3) leave work phone on the charger in my office with ringer on, door locked

so he has to hear it and voicemail changed to have FOD become IT for the week.

Coworker loves the idea of flooding FOD with questions he can’t answer so much

that he gets other coworkers in on it.

Midway through the week I get a call from coworker with an update: FOD loses it.

He can’t keep up with any requests for help and didn’t bother to memorize the simple tasks I showed him

so he does what any good “boss” does and puts in a request to take a vacation until I get back.

Retreat is always an option. Nothing screams leader more than retreat.

It’s not weakness and failure if he’s not there!.

My coworkers were able to manage and FOD got his 3 day vacation, unfortunately.

After the week off I’m called to VP’s office to catch up and get things back on track.

VP obviously heard of the hardships FOD faced in my absence and laughed at my MC surprisingly.

VP struck a deal with me moving forward since it was made clear

to him no one else knew how to do my job: I can go on vacation wherever

I’d like as long as I bring my laptop and phone and check it once a week.

They’ll refund my vacation time for that day even if I only work for 5 minutes.

I took that but with the caveat of making FOD actually learn some of my duties just in case.

VP agreed. Now I do an hour of teaching a week to a very surly FOD.

After all, he’s “the boss” he’s gotta know.

EDIT: Oh hey my first ever silver. Is this what it reddit is supposed to feel like?!?!

Also, I post almost never and this is by far the most attention any post has ever had of mine.

Love hearing about how much better off our EU

and AUS counterparts have it in terms of vacation. Drink a beer for me friends..

EDIT 2: My first gold. Be still my beating heart. Thanks, internet stranger!

EDIT 3: My god the shiny coins keep rolling in! You guys are wicked nice.

I don’t know what platinum or gold does but man, the colors are real nice.

TL;DR: Guy who thinks he's my boss gives me grief for using vacation time.

Insists I work even when on vacation. I point out he doesn't do the same.

His reasoning is because he goes to places where there is no cell service or internet.

I use his logic and become unreachable leaving him with fielding all IT related issues for a week.

At some point, almost everyone learns the hard way that rest is treated like a luxury rather than a necessity. The quiet exhaustion of being constantly relied upon, especially when competence becomes invisible, can slowly turn pride into resentment.

In this story, the OP wasn’t just asking for time off; he was asking for permission to be human. And when that request was challenged, the emotional stakes quietly escalated.

At its core, the conflict wasn’t about vacation policy or job titles. It was about power, identity, and respect. OP had spent two years being indispensable, which paradoxically made his absence feel threatening to others.

The Field Operations Director (FOD) reacted not from logic, but from insecurity. Being forced to learn “nerd work” challenged his self-image as a dominant authority figure. OP’s need for malicious compliance was triggered by repeated invalidation, being dismissed, belittled, and told that even rest wasn’t fully his.

Psychologically, OP wasn’t seeking revenge; he was reclaiming autonomy. By following FOD’s logic to the letter, he transformed a power imbalance into a moment of exposure.

A fresh way to view OP’s actions is through the lens of emotional labor and gendered expectations in the workplace. Research often shows that technical specialists, frequently stereotyped as “support” rather than leadership, are expected to be endlessly available.

Meanwhile, dominant personalities like FOD are socially permitted to disengage without explanation. OP’s move flipped that script. Instead of arguing, he demonstrated what happens when authority is separated from competence.

To many readers, the satisfaction comes not from FOD’s frustration but from the system briefly revealing its own flaws.

Psychologist Dr. Devon Price, author of Laziness Does Not Exist (2021), argues that burnout, rather than individual failure or laziness, is often the underlying cause of diminished productivity.

As Price notes, “burnout is a more likely explanation for lack of productivity,” highlighting how social and organizational expectations can exhaust individuals while mislabeling fatigue as personal inadequacy.

This insight maps directly onto OP’s experience. The company hadn’t planned for his absence because it never had to, until it did. His malicious compliance wasn’t reckless; it was a forced stress test.

And when the system failed, leadership finally acknowledged the risk of having a single point of failure. The outcome wasn’t punishment but renegotiation: clearer boundaries, partial compensation, and shared responsibility.

So, if rest only becomes acceptable when systems break, what does that say about how workplaces value people, and how long should individuals wait before asserting limits that protect their well-being?

These are the responses from Reddit users:

These Reddit users praised the calm strategy and long-term workplace win

th_blackheart − Awesome. And you even ended up in a way better place

than you began with, regarding your vacations.

Arderis1 − Brilliant plan, brilliantly executed.

My department went through a reorganization a few years ago,

and was trimmed down from 4 employees to just me.

I had to be off the grid for 2 weeks for National Guard orders,

and my boss’s poor performance of my job

while I was gone led to me finally being allowed to hire some help.

Boss screwed up some items of consequence while I was out,

but they were fixable and it worked out for the best.

latents − It makes a huge difference when you have a good team.

This group compared U.S. vacation culture unfavorably to EU standards

tasartir − It is so strange that you can go for 2 years without vacation.

We have 20 days and at least 2 weeks of it unbroken by law

and companies give even much more. Rested people perform much better then overworked.

Pm_me_coffee_ − Very nice malicious compliance but a question please.

How many people in the US don't take leave from salaried jobs?

I'm from the UK and I've never had a job where I got less than 25 days plus bank holidays.

I must admit I am lucky at the moment in that my current IT job gives 35 days

and the sector I work in means I have to have at least one unbroken 2 week break a year.

I couldn't imagine not having leave unless I worked for myself

and got all the benefits of being my own boss instead.

kirkbywool − 2 years without a holiday and then you only get a week wtf.

I feel bad for you. I think if I didn't have my holidays

(28 plus public holidays and most of Christmas) I would go insane.

They warned about job security and lack of contingency planning

My_SFW_LOGIN − Word of advice as one IT professional to another .

If you're showing FOD parts of your job every week ,

once he feel's comfortable doing small tasks he's going to complain

about why do they even need you. Great story though.

GelatinousSalsa − No contingency for if you get hit by a bus or something?

These commenters joked about underestimating IT staff at one’s peril

masterbond9 − This is not the time to bully the "nerds"

we know how your phones and computers work and how to make them not work.

Even better when there's only one, because if they have more than one thing to do,

you may end up on the bottom of the list. If I was in the position, I'd do it too.

Birdbraned − ITT: All the non-US countries bragging about their minimum annual leave rights

They discussed healthier workplace norms and enforced disconnection policies

SouthernCanada2012 − US paid time off sucks. PTO/Vacation, sick time, parental leave.

Basically anything to benefit the employee is not given in the US.

I have 14 days PTO and 10 sick days.

I can get more but only at promotion as my company doesn’t like people

who are stagnant in their career. My company did just increase parental leave

to 6 weeks full-paid but only as the primary caregiver.

I will say though, when I’ve needed something, they are good at letting me do it.

As I work from home when not on client sites,

it’s easy to take an hour out of whatever I’m doing to get personal stuff done.

Example, I billed for time from the other side of the world.

In reference to your post, good on your VP.

He sounds like a good guy with a general understanding

that people need time to decompress and recharge.

If you continue at this company, baring a massive offer in pay/benefits,

he would be a great person to continue to report to.

Your FOD sounds like someone I indirectly reported to.

He was an ass who worked all the time.

Interestingly enough, once you picked him apart, you knew why.

If you haven’t, I would suggest that you attempt to figure out why the FOD is like that.

It might surprise you. I did and I was recommended for a big project as one of the SMEs.

It was great and put me in the role I am in today.

Jorgisven − Where I work, this is almost enforced: if you're on vacation,

don't respond to phone calls from work.

"If it's truly urgent, I will leave you a voicemail, just as a heads up

so you don't walk into a fire when you come back. I will deal."

You must put an email auto-reply, and state "I will be checking emails infrequently.

Sometimes I make the mistake of checking emails...because I'm compulsive about it.

I get really worried that something is going to break while I'm out

and have SO much more work for myself when I get back.

Sometimes it makes me dread being away.

What started as a one-week cabin getaway ended up exposing a deeper workplace truth: when rest is treated as optional, systems eventually crack. Some readers cheered the quiet precision, others worried about long-term risks, but nearly everyone agreed that constant availability shouldn’t be the cost of being good at a job.

Do you think the employee handled this perfectly, or did the situation reveal a company relying too heavily on one person? How would you protect your time without burning bridges? Drop your thoughts below; this debate isn’t going offline anytime soon.

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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