Daily Highlight
  • MOVIE
  • TV
  • CELEB
  • ENTERTAINMENT
  • MCU
  • DISNEY
  • About US
Daily Highlight
No Result
View All Result

CEO Calls IT Director ‘Unhelpful,’ So He Quits Early And Lets The Chaos Begin

by Layla Bui
November 6, 2025
in Social Issues

Toxic leaders love to underestimate the people holding their world together until those people walk out. After five grueling years as the only IT professional in a 45-person nonprofit, one man finally decided to quit.

He offered two weeks’ notice to make the transition smooth, but during a meeting, his power-hungry CEO accused him of “not being helpful.”

So he turned her words into his personal mission. He shortened his notice, shut down his helpfulness, and sat back while her kingdom crumbled. Within weeks, chaos hit every corner of the company and multiple employees followed him out the door.

One fed-up IT director turned a CEO’s snark into a scrum of scrambling successors

CEO Calls IT Director ‘Unhelpful,’ So He Quits Early And Lets The Chaos Begin
not the actual photo

'IT Director "not being helpful?" Time for malicious compliance?'

Settle in for a form of malicious compliance for "not being helpful". This is long, but I promise to make it worth your while.

I'm an IT Director (m51), though I'm the only IT person in a nonprofit with 45+ employees.

The place I work is a toxic nightmare only because of the CEO. Everyone else is awesome.

I didn't want to leave my job, and my coworkers, but I was left with no choice.

I was "quiet quitting" for several weeks while I interviewed for new positions.

I took home all personal items from my office. The job market for an IT person of my caliber is like candy land right now.

I quickly found a new position, and the day they officially welcomed me to the new company, I submitted my two weeks notice.

Granted, I had been considering giving no notice and leaving with a "fire and brimstone" approach,

but I read a lot of articles about resignation letters and avoiding any negativity,

so I backed off and just gave a boilerplate, two-weeks notice resignation letter - nothing positive, nothing negative.

A coworker who wears several hats was tapped to be the interim director.

I met with that person and the COO to develop a transition plan to avoid as much chaos as possible.

They mostly work in social media and marketing, but during the pandemic,

I had trained them to be an emergency IT replacement in case anything happened to me.

Though they will be okay for a few weeks, they simply do not have the experience to do all of the things I do:

network administration, systems administration, help desk, web development, app development, etc.

I happen to be a unicorn of sorts: an IT generalist that has done it all.

We met with the CEO in a cramped office to review the transition plan.

We immediately stated that the interim IT director would not be able to do their old job while they are running IT.

The CEO is a complete narcissist, and deeply arrogant,

while also being completely incompetent and lacking in the most basic IT skills.

She immediately pushed back on the plan as basically this was not her idea

(she rejects everyone else's ideas 100% of the time).

I tried to speak up and advocate for the COO and the interim IT Director

as I've been doing the job for 5+ years, so I know the reality - there's no way they could possibly do IT and their old job.

She literally wouldn't let me finish a sentence. She wanted to see a "checklist" of my job duties.

There are literally hundreds of pages of documentation for my role,

which is not really possible to summarize into a "checklist".

Everyone in the meeting had been emailed a disaster recovery/ business continuity document that I wrote for my role.

We referred her to the doc that everyone else was looking at.

She complained that it hadn't been printed out for her.

M'lady, everyone else in the meeting had their laptops open with the doc.

I simply turned my laptop around and gently pushed it toward her.

She flew off the handle; she wanted a printed copy. Also she said "You are NOT being helpful."

I was literally in the meeting to be helpful. There are hyperlinks galore in this doc,

so a printed copy would be useless, but I tried to oblige by taking my laptop back and started to print it.

Before I could finish, she was standing next to my chair and was saying "ARE YOU GOING TO MOVE???"

I guess she was trying to get past me to go to the printer?

(I said "I think what you meant to say was 'Excuse me" as I scooted my chair forward.)

Not being helpful? You have no idea what that looks like from your IT guy.

I said "Ok I'm done" and went back to my office, wrote a new resignation letter,

went right back to the meeting and handed it in.

"Instead of leaving in two weeks I will be leaving in one week."

The CEO's jaw dropped to the floor; she was speechless; she just sputtered as I closed the door behind me.

They already begged me to go back to 2 weeks notice out of "courtesy and professionalism".

I just told them that courtesy and professionalism is a two-way street, and they hadn't earned it.

I'm going to barely work for this last week - instead of tying up loose ends,

I'll just not quite get around to finishing stuff while I watch them scramble.

Good luck installing new software or updates on all of the computers that require an administrative password.

Good luck handling the media coordinator who regularly creates network storms with his antiquated studio equipment.

Good luck onboarding new staff with their accounts, passwords, and equipment needs.

Good luck helping the CEO use her smartphone every day,

and helping her search for emails in her inbox with over 25k unread messages.

Good luck with the security systems that I installed and maintained for 3 years.

Good luck maintaining ten websites (seven of which I personally developed and maintained).

I will just sit back and watch the show. Malicious compliance is now the main course in a delicious meal,

seasoned with the tears of a bitter, incompetent CEO.

TL;DR Narcissist CEO tells IT Director they aren't being helpful during transition planning after submitting 2 weeks notice;

now it's 1 week notice and malicious compliance to the bitter end.

​EDIT: Wow, I thought I might get a few upvotes, but damn! Thank you everyone!

Let's keep it rolling. Here is a tasty preview of what is to come:

I am now one of four people resigning in August, and it's only the first week. :) The dam is bursting.

EDIT #2: There are many comments where ppl said I should have quit immediately instead of changing it to 1 week.

What's the fun in that? I get a front row seat to the best show on earth.

Also I reserved my power if I get treated with disrespect again, I'll shorten it to 3 days. Again, and one day.

Again, and...byeee! This CEO rarely experienced natural consequences. This will be my master class in that.

EDIT #3: Though this may not fit the strict definition of "malicious compliance," I hope you are entertained regardless.

Further, malicious compliance usually happens in top-down orgs with a healthy dose of micromanagement,

which is absolutely my situation. If you are still not convinced,

I promise updates about my passive-aggressive acts of malicious compliance throughout my final week.

EDIT #4: My age is 51. (m45) was a typo. It was in the same sentence as 45+ employees.

Some comments were trolling me over that point. Uh...ok. Not sure what point you were trying to make.

To add: yep, there really are people like us (multiple IT disciplines); this is not fiction.

Some of them have already added comments.

I've been in tech since 1995, and I learned whatever I could to make a living. That's not a flex, it's just what I did to survive.

UPDATE: Originally, I had submitted two weeks notice, and had every intention of tying up loose ends.

After the incident of further abuse from the CEO, I reduced my notice to one week,

and decided to maliciously comply with her statement that "I wasn't being helpful".

During that one week, I took it easy. Outstanding tickets? I just closed and archived them all.

Instead of putting extra work into a nice clean installation of video conferencing equipment,

I left the monitor sitting on a credenza with the camera partially blocking the view.

I finished installing a new printer, but I gave only minor instructions on how to use it.

Stuff I had hung on my office wall I just ripped down and left exposed drywall.

Their requests for MSP (managed service provider) recommendations, I simply said "I really have no recommendations."

I feel that I was as helpful as possible to my counterpart who assumed my responsibilities on my departure.

They had endured the same abuse, and I was leaving them to the lions,

so I felt it would be terribly uncool if I completely left them in the lurch.

I enjoyed a week off after that before starting my new job.

During that week, I did as much as I could to help other people to find new work, including my interim counterpart.

As of my last count, there are now FIVE people actively interviewing for new jobs,

and at least two are extremely close to finding new work.

My line of sight into how things are going is somewhat limited, but here are some of the details:

* A marketing person in a supervisory role who had never been capable of doing anything

that their staff could do was forced to learn how to do those things

(handing the contact database, using email marketing templates, targeting audiences, etc.) from women.

Let me tell you that this is not the kind of guy who likes that kind of thing.

Lots of stomping around like a toddler. To avoid doing extra work, they brown nosed the CEO

and got permission for their high school kid to come and help for two weeks before going back to school.

Seriously, a high school student who had to get up to speed on this stuff

and run advanced marketing campaigns so their dad could continue

avoiding work to doom scroll through Twitter all day for two weeks.

This is a direct result of the chain of events from my departure.

* The media director (responsible for acts of idiocy like plugging the network into itself and causing network storms)

is pushing to replace the ISP. He waited one day to push this agenda

which I had soundly rejected multiple times over the years.

If they get a new ISP, the current one would bail - and they are the network MSP as well to a certain extent.

They own all of the network switches, the firewall, and the WiFi infrastructure.

I'm eagerly awaiting the results of this - he's another favorite of the CEO, so he may actually get his way.

The CEO had said behind my back that maybe instead of hiring for my role they just need to "simplify things" so...

that could actually happen and they have no idea what kind of immediate chaos that would cause.

I can picture them terminating the contract with the MSP

and seeing the MSP come into the building to grab all of the network hardware. That's how dumb and arrogant they are.

* The main informational email account is getting hammered with spam

because I had been playing the whack-a-mole game with blocking malicious IPs every day.

This is spam generated from the CRM (so via SMTP relay),

so it's a service hosted by the CRM provider who has failed

to prioritize the implementation of modern anti-spam features like honeypots.

I'm pretty sure this makes that email account 95% spam content.

I got a text about this and I basically said there's nothing they can do, which is true as they don't know how to block list IPs.

* I'm still on their mailing lists, and it's been like crickets for two weeks.

Seriously, they had been producing as many as 30 emails per week (!!!) and I haven't seen one at all since I left.

Meanwhile, I started my new job and day one was a breath of fresh air.

They are a real business with actual performance metrics, evaluations, and highly modern and advanced systems.

They are taking me out to lunch today (day 2).

My new supervisor and I have so much in common we had to catch ourselves several times

to stop talking and get back to the usual orientation stuff. Couldn't be happier.

MAJOR UPDATE: * Interim IT got the job and gave 2 weeks notice today.

One of the quotes from the CEO was "Ohhh what are we going to do about IT??" Delicious.

* They are now hiring for five positions - little do they know there are more ppl on their way out.

At least one person with years and years of experience is just on the edge of getting hired elsewhere.

Even more are on the precipice with interviews and offers.

* Who will be next to give notice? Will the board finally wake up and smell the rotting fish head?

If they do sucker someone into taking an open role, how will they onboard them?? More details to come.

Resignation rarely happens overnight. It usually begins quietly, an email unsent, a meeting tolerated, a growing list of indignities endured until one sentence (“You’re not being helpful”) finally pushes someone over the edge.

In this story, an IT director reached that breaking point after years of holding a fragile nonprofit’s digital world together while enduring the ego of an unqualified CEO.

The result? A master class in malicious compliance and a live demonstration of what corporate psychologists now call “the burnout-revenge loop.”

According to Dr. Tessa West, professor of psychology at New York University and author of Jerks at Work: Toxic Coworkers and What to Do About Them, leaders who dismiss or humiliate competent employees often trigger a withdrawal response that looks like laziness but is actually self-protection.

“When people feel chronically undermined or micromanaged, they stop going above and beyond,” she told Harvard Business Review. “It’s not rebellion, it’s survival.”

Research backs her up. A 2023 Gallup report found that nearly 60 percent of employees worldwide are psychologically disengaged, often because of poor leadership communication and lack of recognition.

Quiet quitting, then, isn’t laziness; it’s the visible symptom of invisible mismanagement. The OP’s decision to shorten notice and “maliciously comply” didn’t stem from spite, it came from years of cognitive overload and emotional exhaustion caused by one-person IT dependency and top-down narcissism.

What’s especially revealing is how the CEO’s arrogance undermined her own organization’s stability.

As leadership researcher Dr. Tomas Chamorro-Premuzic notes, narcissistic executives tend to overestimate their competence and dismiss expertise that challenges them. “They confuse confidence with competence,” he wrote for Forbes.

That delusion often ends in systemic collapse once capable employees leave, exactly as happened here, when half the staff followed the IT director out the door.

From a management standpoint, this isn’t just schadenfreude; it’s a textbook case of institutional self-sabotage. The director’s “malicious compliance” exposed the organization’s single-point failures: no documentation strategy, no succession planning, and a culture that rewarded obedience over competence.

Ironically, the CEO accused the one person trying to help of “not being helpful” and got exactly what she asked for.

Dr. West suggests three steps to prevent this spiral: leaders must invite constructive dissent, clarify expectations, and show basic respect during transitions. Employees, meanwhile, should document duties, set firm boundaries, and leave gracefully once toxicity becomes unfixable.

Here’s the comments of Reddit users:

This group appreciated the OP’s skill and impact, noting that IT roles often blend technical expertise with creativity

[Reddit User] − This drives me nuts, too - people who don't understand IT (and there are PLENTY of them in IT)

are always asking for checklists so those who come after will be able to do the job as well as the one who left.

Problem is, while IT has some science-ish aspects, it will always be more of an art; the artists,

though, tend to get beaten up pretty badly in your typical corporate environment.

As an example, think of someone who always takes the same route home. Halfway home, there's a roadblock.

Do you sit at the roadblock until it's removed (people who think checklists will solve everything)?

Or do you find a way around it (people who know that checklists, while helpful to some extent,

never cover every possible eventuality)? Unfortunately, most people in IT tend to be the first.

It's the second person who's going to save you, and that person should be rewarded, not demonized.

j39jones − Not an IT person, although I must admit you having the first Personal Computer in my room in my whole state!

My Dad was awesome with computers, writing programs in COBOL etc...

He and his buddies built a PC just for me and they would update it over the years.

I actually still have my "Dinosaur", it still runs, but finding parts and upgrades is impossible

and my Dad and the others have all gone to the Computer Division in heaven

But, my Dad always, ALWAYS believed in Malicious Compliance and he would laugh himself insane over your story!

Have a great life and definitely hope you're enjoying your new position and company!!

Please give us (me) an update as to the last day of "work"!

infernus41 − As a systems engineer for an MSP, I can easily say that all of the work you described

that you do can easily be divided into multiple positions.

Your soon-to-be former employer is absolutely fucked. I can't wait for the update.

These commenters highlighted how toxic nonprofit management often shields incompetent leaders while exploiting hardworking employees

PrideMelodic3625 − Fabulous response. Imagine you felt the weight lift right off your shoulders!

Well done for not putting up with even more disrespectful behavior.

[Reddit User] − This, ironically, is common in non-profits.

Someone has to run it and the CEO gets carte blanche to do what they want.

That includes hiring yes-people. Yes people are typically very low on the empathy scale

because they ‘get the job done’ by ‘doing what is necessary’.

E.g. telling others what to do. They are shielded as well (old boys club).

It you do not perform to their expectations, they fire their problem.

Then blame the next six to twelve months on the old person’s incompetence.

Never taking a moment to assess their part in this debacle. Can you tell I am in a similar situation?

Yeah, tired of their games, tired of the expectations. IT was told - be more friendly, be more helpful.

Sure, what can I deprioritize? Nothing, all of it is priority.

I said, when everyone and everything is special, nothing is.

We sacrificed for two years through the pandemic and got no relief.

Busy every day holding hands, pivoting technology, resolving security issues created by their own policies over a decade.

Zero recognition, zero celebration of our achievements. We were just doing our job as expected.

Well F you! Hire new people and see how far your expectations go. Rant done. Lol!

This group discussed how manipulative leadership undermines morale, sharing personal stories of quitting

daecrist − I did this once in a support job. They'd promised me a Tier 2 position they were creating for me.

I was doing a bunch of work above and beyond regular support but the actual promotion,

extra money, and keeping me away from low level stuff never materialized.

So I just stopped doing all the extra stuff I'd been doing, started telling executives exactly why

and how they were creating problems with overpromising when they e-mailed complaints,

and put in my two weeks' notice when I was called in for a chat with my boss about my "attitude." Felt so good.

Random-Rambling − Stories with narcissist managers and executives always leave a bitter taste in my mouth

(likely from vomit) because they're too well-connected to actually fail, and in the rare cases they DO fail,

their Teflon-smooth brains deflect anything they may have learned like bullets bouncing off of Superman's chest.

These Redditors shared relatable stories about clueless executives who ignore IT advice until disaster strikes

TheRealHappyNat − Reminds me of my current position a lot. CEO has no idea what I do as the head/only IT person.

My supervisor and other staff are awesome but I've dreamed of walking out

when he gives me s__t so he can see what I really do. Best of luck!

Wodan11 − As a fellow IT Unicorn I love this story.

Some of the comments below remind me of a similar toxic environment I left about 7 years ago.

Yadda yadda, and about 5 years ago got contacted by the CEO complaining about a client

whose URL registration expired and they had to pay $$$ to a speculator who had snapped it up.

When I left, I had forwarded my work email to the COO (as, in their wisdom,

they had no other transition IT person who I would have gladly trained),

I gave a list of registrations and expiration dates to the COO with a STRONG recommendation he set up calendar reminders,

and I gave knowledge management documentation for this and each other client to him also.

Call me Jack's complete lack of surprise he did none of it.

Both the CEO and COO were narcissistic, holier than thou, and lazy.

To this day I don't quite understand why I didn't leave before spending 10 years in that company.

It was one of the best things for my career to get out of that toxic environment.

Shadow703793 − Not at all surprised by your experience honestly.

Non profits have some of the most toxic environments to work in from my experience.

Way too many CxOs that are ignorant and have the "I'm better than you" attitude.

A quick story. Many years and 4 jobs ago my project team was in between projects so we had like 3 weeks to burn.

Our company (consulting work for three and four letter gov't agencies basically, and no, not one of the Big

4) has a policy where when we have down time like this we try to work with a local non profit

and provide our services for an extremely low cost or free and it works out great most of the time.

So our company found this reletively new non profit in the area.

Their setup was a huge mess so we setup a plan and process to streamline it

(basically standardized operation procedures, business recovery plans, etc).

When we were having meetings thier CXOs were incredibly rude to my team and even their staff.

They had a new college graduate kid there that acted as the assistant to the CXOs

and the CFO treated her like trash and bullying her. I disliked the CFO the most. He was a fat, r__ist pig.

After 3 days of dealing with their bull s__t I went to the higher ups at my company

and asked my team to be pulled off the project and black list that non profit.

They approved in short order. That stupid non profit lost out on at least $30-40K worth of free consulting work.

I talked to some of my other coworkers and one of them managed to get the assistant

over to our company to work in HR as a position was available at the time.

Last I checked that non profit no longer exist. Kind of want to see/know what happend to the asshats at the CXO positions.

This commenter summed up the sentiment of the thread, people don’t quit companies

JustaRandomOldGuy − Another example that people quit bosses, not companies.

Would you have walked day-of or savored the scramble? Ever turned “not helpful” into your mic-drop? Spill your exit scripts 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.

Related Posts

Pregnant Woman Orders Oysters For Her Husband, Server Calls Her “Bossy” And Gets Snapped At
Social Issues

Pregnant Woman Orders Oysters For Her Husband, Server Calls Her “Bossy” And Gets Snapped At

3 weeks ago
Roommate Furious After His Girlfriend Gets Banned for Stealing Food
Social Issues

Roommate Furious After His Girlfriend Gets Banned for Stealing Food

2 months ago
Pregnant Mom Says No To Baby Spanish Lessons Because Dad’s Not ‘Real’ Spanish
Social Issues

Pregnant Mom Says No To Baby Spanish Lessons Because Dad’s Not ‘Real’ Spanish

3 weeks ago
Husband Cancels Wife’s Interview Behind Her Back—Calls It “Protecting Her Feelings”
Social Issues

Husband Cancels Wife’s Interview Behind Her Back—Calls It “Protecting Her Feelings”

5 months ago
Man Refuses to Cancel College Football Trip After Wife Gives Up Taylor Swift Tickets
Social Issues

Man Refuses to Cancel College Football Trip After Wife Gives Up Taylor Swift Tickets

2 months ago
Man Considers Divorcing Wife After She Calls His Childhood Abuse a Lie During Fight
Social Issues

Man Considers Divorcing Wife After She Calls His Childhood Abuse a Lie During Fight

2 months ago

TRENDING

‘Boy Kills World’ Spawns Animated Spin-Off: Super Dragon Punch Force 3!
MOVIE

‘Boy Kills World’ Spawns Animated Spin-Off: Super Dragon Punch Force 3!

by Daniel Garcia
May 4, 2024
0

...

Read more
Former Student Calls Out Teacher For Mocking Her Eating Disorder After Teacher Pretends To Care About Mental Health Online
Social Issues

Former Student Calls Out Teacher For Mocking Her Eating Disorder After Teacher Pretends To Care About Mental Health Online

by Annie Nguyen
August 21, 2025
0

...

Read more
This Artist Bring You Back To Renaissance Periode By His Disney Princesses’ Classic Vibes
ENTERTAINMENT

This Artist Bring You Back To Renaissance Periode By His Disney Princesses’ Classic Vibes

by Jessica
April 17, 2024
0

...

Read more
Sister Refuses Free Childcare And Her Brother In Law Loses His Mind
Social Issues

Sister Refuses Free Childcare And Her Brother In Law Loses His Mind

by Sunny Nguyen
November 23, 2025
0

...

Read more
Deadpool & Wolverine Hits $1.25 Billion, Tops Labor Day Box Office as Disney’s Summer Revival Shines
MCU

Deadpool & Wolverine Hits $1.25 Billion, Tops Labor Day Box Office as Disney’s Summer Revival Shines

by Marry Anna
September 3, 2024
0

...

Read more




Daily Highlight

© 2024 DAILYHIGHLIGHT.COM

Navigate Site

  • About US
  • Contact US
  • Terms of Service
  • Privacy Policy
  • DMCA
  • Cookie Policy
  • ADVERTISING POLICY
  • Corrections Policy
  • SYNDICATION
  • Editorial Policy
  • Ethics Policy
  • Fact Checking Policy
  • Sitemap

Follow Us

No Result
View All Result
  • MOVIE
  • TV
  • CELEB
  • ENTERTAINMENT
  • MCU
  • DISNEY
  • About US

© 2024 DAILYHIGHLIGHT.COM