30 People Share Pictures Of Their Bosses Being Total Jerks

Credit: Getty

Easily acquirable image capturing technology is a wondrous thing. No matter the context of what you’re trying to capture, doing so is readily available and leaves you wondering how we really miss anything at all. However, it is sometimes the case that in our daily working lives, that we witness happenings around us that are simply too good to miss and not immortalize via a split-second screen tap.

This could be someone performing a juvenile but distracting rendition of something they saw on YouTube or perhaps a someone dropping a full tray of empty glasses on a busy Saturday when the bar is six-deep (been there and got the customary “WHEYYYYYY”) or in this case, your boss or whoever out pecks you in the order, being a jerk to varying degrees. It happens, we have proof, and it’s compiled for you in 30 (quite possibly) close to home examples.

#1 ‘So My Boss Calls Me To A Meeting On My Day Off, Then Asks Me To Arrange The Meeting Room’

This hits very close to home for this wordsmith. Until recently, every single manager’s meeting I was “asked” to attend was on a day where I was unsurprisingly not scheduled, and I’m sure this has happened to you. You’re sat there, maybe dressed, maybe not, eating, playing a game, writing, shopping, battling a burst pipe in the shower why the Dog is barking incessantly – it matters not, it happens and it does matter. To you.

Credit: Imgur / awfulrob

Since the ancient Romans, the phallic shape has been used in jest. Awfulrob took it one step further in some excellent enlarged subtlety when asked in on his day of rest.

#2 ‘After Receiving A $50 Gift Card For Walmart As A Christmas Gift From My Boss, I Was Happy Until I Saw That It Had Been Deducted From My Paycheck’

Feeling as if you have achieved something is a basic human need and having said achievement rewarded as a result of the incentivized activity is something quite commonly seen in the worlds of service and retail industries. As much as a simple thank you can well be enough, on occasion, a gift of sorts is universally welcomed. Unless you’re Scrooge that is, which is relevant to this next image. Business is as thus and nothing is ever free.

Credit: Reddit / JDMRexTI

JDMRexTI was probably feeling thankful this near to the festive season with a few extra gold coins but her Boss had their back covered, their back and their profit and loss margin. When it comes to expenses and apparent generosity from companies, stay vigilant.

#3 ‘Artists At My Local Tattoo Shop Left This For Their Boss After Finding A Motion Detector That Records Video In The Unisex BR’

Back to our availability of imaging and now recording technology, above I mentioned its an amazement that we miss anything in this life. In this very much Post-Orwellian world we inhabit (one in which dear George would not want to be apart of) security cameras are often watching our every move. Especially in businesses where theft is always a threat, it’s assumed and accepted however, this next Boss very much used this excuse to satiate his own need to not miss a single second.

Credit: Imgur / ProfessorPancakes

The Tattoo shop that ProfessorPancakes and their fellow skin-scribblers worked at very much went one step beyond a safe and secure monitored premises and chose to quite pervertedly record their little microcosm of humanity during their private time in the shared bathroom. Not cool Hefe, not cool at all.

#4 ‘My Boss Said “No” Too Many Times. He Forced My Hand. I Quit! Now While He’s Miserable. My Feet Are In The Sand. F Him’

Ah, time off, holiday, days away, the “I’d rather sit on a cactus than be at work, so I’m off to find some sun” days. We all know these well, we work and earn our holiday in many cases and it’s often a first-come-first service basis that we must navigate and battle en route to our holiday controller’s diary. It’s often necessary stress in order to go where we wish but a lot of the time, the obstacles are high and taking back the hours can be adversity at its finest, especially when we are owed.

Credit: Imgur / ObservationOrSpeculation

ObservationOrSpeculation’s in the spirit of the Rage Against The Machine cover I may now go and write, encourages you to do one thing in her image – “you gotta take the hours back”. F him indeed in another workplace victory over microcosmic Totalitarian overlords.

#5 ‘My Coworker Went All Wet Seal On Our Boss Today’

Our next image is all inspired by, about and hopefully ended up making this power person’s day just that little bit harder. I work as a middle manager in a bar myself and I have to say your often accosted with numerous severe issues, all endangering your goal of keeping staff and patrons safe and secure. This particular boss in question may well need to revisit more than one module in his training pack and quickly at that.

Credit: Reddit / JordanAsshole

Having a few tipples too many doesn’t always go well and it’s something you’re entering precarious territory doing. This boss didn’t want to work the opening shift so let this drunk-skunk off a serious offense. JordanAsshole wouldn’t put up with it and left this brilliant note. JordanAsshole you and your friend come and find me, I’ll hire you.

#6 ‘So I Bring A Pecan Pie To Work. By Noon It Was Missing. Found It A Few Hours Later In My Boss’s Office’

Food, glorious edible sustenance! Regardless of occupation, the one thing employees since time immemorial yearn for slap-bag in the middle of their shift is the time when they can procure delicious comestibles. Many hasten to the canteen, others to their lunchboxes and carefully labeled dishes in the communal fridge and some, well, hunt for their food.

Credit: Reddit / Ciclismo4185

Bosses have some established prerogatives within context, and this sadly was very important in the disappearance of Ciclismo4185’s Pecan Pie. I hope you shoved something else down his pie-hole. “JOEY DOESN’T SHARE FOOD” and “MY SANDWICHHHHHH” are both maxims that come to mind.

#7 ‘Secret Recording Device Under Break Room Table At Work’

Again to mention George Orwell, in his notorious cautionary tale the workers of the party could never really get-away. Feeling secure in your job and safe in the knowledge that your Bosses are trustworthy is an ideal from an ideal world and when you’re on your well-earned break the last thing you want is your privacy to be shattered.

Credit: Reddit / Egomzez

These control-freaks were assuming and betting that Egomzez and Co. felt this very idealized comfort and trust in their lunch-hour. Alas, they were mistaken and their bubble was burst. Nothing is as it seems. In truth, if these head-honchos were that worried, then that’s pretty indicative of their own ineptitude as higher-ups, is it not? Wait – what’s that beeping sound?

#8 ‘One Of A Seemingly Endless Series Of Unreasonable Notes Left By My Boss. It’s Great Here’

Do I really need to comment too overtly on this attitude of this Boss?

Credit: Reedit / Rich-P

Fun notes are fun, these types of notes are funnier. I wish you many more entertaining literature to lessen the Jerk-force-trauma Rich-P. At least we know who is – in charge. I’m here all week.

#9 ‘Our Boss Doesn’t Let Us Take Any Home!’

Close to home? Remember that trigger-warning? This Boss I can with the utmost certainty has and will trigger a great many with this Jerk-action. *Note, regrettably this is not the tasty Jerk of the Carribean*. Leftovers in the service industry often feed the hungry bellies of the staff working at impossibly calculated speeds to serve the most difficult of humans or even those less fortunate.

Credit: Reddit / igor9212

This wasteful Boss has not only wasted delicious Pizza but has deprived their staff and many more hungry mouths. Wasting food in any capacity is not ok and the triggering ability of this image is unfathomable. Does anyone have the address? I have some dough to roll out. Hangry.

#10 ‘This Structural Pole My Boss Refuses To Fix’

And we’re back! Profit and loss margins and laziness are back on pole for number ten, supplemented and propped up (badly) by this tasty and top-heavy looking support column.

Credit: Reddit / thaDoroshow

Priorities are usually more related to fiscal capability than the safety and I’m sure the builders, surveyors, and architects among us are now questioning their own structural integrity. I’m sure on that but I’m certain on the feelings towards this laissez-faire Boss that thaDoroshow holds.

#11 When Your Good Service Rewards Only Your Boss 

Service industry passers-by all the way to those in the profession for the long-game. There is a trigger-warning for you here, one that I have already more than succumb to.

Credit: Reddit / dont-choke

Why would you bother leaving anything? What an incentive to make people want to work for you eh? Baffling to say the least. This boss is both a miser and a thief, gratuitously over seasoned with this articles sponsored seasoning, jerk.

#12 ‘Shift Manager At My Work Was Just Diagnosed With Colon Cancer, Our Store Manager Put This Sign Out A Week Later’

Despite progress in the way in which bosses treat their underlings, severe lack of regard for emotions, etiquette, circumstances culminated in a sheer impenetrable wall of apathy is what many of those working under the big-ones will often experience. The following image may well prompt you to wrap up in that fleece your mom got you three Christmasses ago that you NEVER wear.

Credit: Reddit / Lord_Shaqq

Toastie? Good. Lord_Shaqq witnessed a callous tunnel-visioned notice at his place of work after one of the middle-managers was unfortunately taken ill. Would you rush to this person’s aid after they typed such? Likely not. “Hello, yes, HR please”.

#13 ‘Boss Didn’t Like The Color Of The Chairs In The Break Room. So Now We Just Don’t Have Chairs’

Aesthetic is always something crucial to a working environment, your customers and or staff need to feel at home and at comfort in their surroundings and within that, we have an example of an object that in quantity, can provide the utmost assisted comfort. Chairs.

Credit: Reddit / Inqubate

Apparently, this person in charge of this team is in complete disbelief over the ability of chairs of more than one color comforting the rear-ends of bipeds.

#14 ‘My Boss Installed An IP Camera At The Store To Spy On Us When He’s Away. I Retaliated With This Rig’ 

Surveillance has been a key theme thus far, so has distrustful, hypochondriac bosses lording over their kingdoms, hell-bent on stamping out any words of dissent. Or something like that.

Credit: Reddit / Ambi0us

Can a picture paint a thousand words? Yes, yes it can and this boss found out the hard way.

#15 ‘My Boss Was Deathly Serious When He Posted This. Looks Like I’m Spending Some Quality Time At Work This Year’ 

Spiting common sense? The religious upholding of all the rules known to the world in the context of the job you slave away at? A severe lack of compromise? I should think many of those reading this know this archetype all too well and to say all that is a somewhat of a mouthful comparable in length to said menial rules is bag on the money. The title of jobsworth will suffice.

Credit: Reddit / EyeOfOwl

This is another image that speaks for itself. This boss clearly has no respect for the lives of their employees likely down to the fact that their Jobsworth tunnel-vision doesn’t even allow them a life. Fly, EyeOfOwl fly.

#16 ‘Quit My Job Yesterday Because I Was Tired Of The Unprofessional Environment – Got This Text From My Supervisor Today’ 

There are momentary lapses where professionalism often gets carried away in a maelstrom of swearing or whatever is deemed unprofessional wherever you may be but you know it’s bad when you are presented with such a message AFTER you’ve declared yourself DONE.

Credit: Reddit / smartlikefox

Smartlikefox must have felt this a thousand times over after reading this message from one boss clearly demonstrating all the reasons what smartlikefox wanted to jet-off in the first place, maybe to crash the party? Actually maybe not, but yeah, another bad boss!

#17 ‘This Is The Drinking Water Filter At My Work. It’s Been Getting Darker By The Day But My Boss Insists It’s Doing Its Job Still’ 

Now this one, if you’ve been paying attention between either laughing or relating a little too much, is eerily similar to one of the prior moronic examples of jerk bosses.

Credit: Reddit / OG-Velociraptor

Did you guess correctly? Is this the same boss from #10? For their sake, I hope it isn’t. For not only is their already someone on the hunt for their hide but the second now also in tow is a velociraptor and I’ve seen Jurassic Park.

#18 ‘Leave Work For One Day And My Boss Replaced My Large Monitor That I Use To Make Prototype Models And Engravings On Products With This Tiny One’ 

Prerogative is another theme on this list, and I should think this boss has an overtly inflated maybe even gargantuan amount of such an ideal way beyond is (likely) limited station. Digital design is a profession that requires a great deal of soft and hardware, that much is obvious, or rather is it?

Credit: Reddit / BrokenDice16

BrokenDice16 is clearly not valued and neither is their time. Above the sense of inflated self-importance of her boss that is. Rachel’s boss at Bloomingdale’s maybe? Am I losing some of the younger crowd now? Getting old is rubbish. I’ll shut up now. BrokenDice16 you’ll have to squint a little when caricaturing your overload for now.

#19 ‘My Brothers GF Sent Him This From Her Workplace, This Is What Her Boss Posted’ 

I won’t even parody this one because A) what would be the point? and B) This boss’s proof of Jerkdom applicability is not one to be taken lightly.

Credit: Reddit / silverdrop

Silverdrop may have passed this one to this list rather than it being direct but it leaves us with so many questions on the catalyst for this very clearly calculated note. This boss has to put it gently, motioned more than one toe over the metaphorical line and leaves us with some interesting questions to ask in that HR meeting.

#20 ‘Came To Work To Find That My Boss Threw Away Everyone’s Desks And Replaced Them With Dressers, A Sheet Of Glass, And Saddle Chairs’ 

Now as much as compiling, writing, reacting and relating to this list as a whole has been quite the time as I sit here making my way through my record collection; this here number twenty, ten from the climaxing end (that I am yet to even look at), really stands as one of my absolute favorites.

Credit: Reddit / col3s1aw

I feel such a connection to col3s1aw as I write these words. Jury-rigging in the workplace is usually never short of chuckle-prompting but this boss has taken being a jerk to precarious and hilarious (after the initial what the *rude word* moment) to a new unprecedented level of stupid.

#21 ‘My Boss Thought It Would Be A Good Idea To Play Drag Racing. On His iPad. While Driving A Truck. On The Highway’ 

Upon setting my image receptors upon this title and the following image, I truly failed to see the how this is anyway a good idea in any universe or timeline, let alone when you’re responsible for another life you’re contractually (and morally) obliged to keep safe.

Credit: Reddit / zachboy95

Maybe this boss has been watching far too much Fast and Furious, Death Race and Talledega Knights between shifts. This isn’t really the place to indulge in drag racing fantasies when a life is in your hands Capo, come on now.

#22 ‘The Way My Boss Asked Me To Order Her More Pens Like This One. I’m Sure She’s Just Bluffing…….’ 

I’ll be honest, as a localized individual act, this one isn’t too bad. It’s almost endearing if you happen to be a good mood but if you examing deeper, further into the depths of yet another work-based microcosm then it’s almost cataclysmic to your person irritants and triggers. If you delve that is, which we are and by delve, I mean scroll to see the whole message in its passive to blatant aggression.

Credit: Reddit / Dog_Sees_All

Dog_Sees_All I think you have maybe a Sociopath on your hands. This boss’s playful initial statement at a glance or partial scroll is very much that until the grasp of the situation is truly firm. The words of a megalomaniac truly absorbed within their role.

#23 ‘My Christmas Gift From My Boss. Fortune 500 Company. No Christmas Bonus, Post It Notes, 2 Pieces Of Chocolate, Pen, Jeans One Day’ 

A ‘Fortune 500’ company is a list of the highest-grossing companies in the US. Now, you’d think with profit margins as substantial as that – and you can say that without any figures with relative safety – that employees would at least receive a nice bottle of wine or something within such a scope. You’d think.

Credit: Reddit / apocalypse31

It’s nice to feel appreciated during the Christmas period but sadly, the boss of one apocalypse31 and quote possibly all their own “superiors” clearly feel that coveting wealth is far more in their interests than those on the line earning the gold coins. I hope you had a good Christmas apocalypse31 and proceeded to leave coal throughout your bosses’ office.

#24 ‘Work For Multimillion-Dollar Company. Employer Refuses To Pay For Drinking Water. Group Of Employees Decides To Pitch-In And Pay’ 

In continuity, we have more miserly activity, the employees here quite naturally, as most globally would assume in their places of the work, that the obligatory small talk and hydration station known as the water cooler would be provided as a little feature by a company that understands the basic human right of available drinking water.

Credit: Reddit / Why_Joo_So_Cheap

Why_Joo_So_Cheap snapped this wonderfully indicative photo show a company, not one for treating their employees well at all even down to basic hydration. The boss or bosses responsible for this note may well need some other liquids added to their water supply. Let your imaginations wander.

#25 ‘The Temperature My Boss Keeps The Office At’ 

There is often a stigma set towards people in their air-conditioned offices feeling all snug and cool. Now aside from the laws of physics and the flow of oxygen through enclosed spaces, office spaces produced a huge amount of residual heat energy from their various electrical devices required to keep their days and systems smooth. Take this into account when you focus on the photo below.

Credit: Reddit / rememberyikespencils

Now as much as it’s been an unspoken obvious theme on this list of surprisingly commonly seen insanity, the word “illegal” gets thrown around a lot these days and I feel it is now that I must use it. This boss is clearly very cold-blooded via more than one definition.

#26 ‘If You Park Like This… You Are My Boss, So I Can’t Say Anything’ 

Do you find the attitude of your boss is a little, presumptuous and inflated as a result of their elevated station, even if sometimes said elevation away from the “plebs” is actually somewhat minuscule? Well…

Credit: Reddit / TillyOTilly

I rename this example of boss-jerkyiness – ‘Today On: Self-Appointed Pedestals’.

#27 ‘Complained To My Boss And Received This Minutes Later’ 

I cannot begin to explain what is so unambiguously, unequivocally obtuse about the action of the next boss in our long-line of interesting behavior and jerk-arsery.

Credit: Reddit / viidubsir

In all truth, this is utterly appalling and perhaps the worst example of how power can produce real abhorrent and repugnant behavior in today’s working society, and I truly hope the repercussions were severe for this emotionless boss.

#28 ‘My Boss Ordered A Box Of 6000 Pepper Packets Instead Of A Shaker, So Now I Get To Spend My Saturday Cutting Open Packets For Our Burger Seasoning’ 

Most bosses will try to one-up someone (usually me, you and likely young Steve over there) whenever they feel the need to exercise their absolutism over their allotted ward and this next example is well-seasoned for that very purpose.

Credit: Reddit / John_Aitch

I do feel a slight pang of guilt for making light of such a predicament but in actuality, this is still a very childish power-move from the chief burger flipper bossing it up.

#29 ‘The Six Pack Of Macarons Cost More Than Six Individual Ones. “You Weren’t Supposed To Notice” Is What The Manager Working Told Me’ 

And we’re back! Back to the pursuit of profit and wealth!

Credit: Reddit / ebjazzz

Reddit user ebjazzz exposed her bosses’ blatantly obvious (to the point where it hurts) and indeed disgraceful attempt at scraping that extra coin from the macaroon seekers of this here biscuit-verse. Whether it is a biscuit or not is not yet set for another piece, yet.

#30 ‘My Boss Wears His $50,000 Green Diamond Ring To Work, Laying Asphalt’ 

I was half-expecting to be pushing my word-limit to its absolute limit with this last in our unloving and unlovable list but here we are.

Credit: Reddit / luscrib89

This is exactly as it looks Bossery-Jerkery at its purest form.

And now to hand this piece into my boss, stay-tuned for volume two, that could well be in another publication.

#31 ‘Asshole Boss Said “Keep It Under $100” … So I Did’ 

There is a reason that so many people say the Devil is in the details.

Credit: Reddit / pyrat135

Now, this is what I call playing with fire. Let’s just hope the boss was willing to accept this passive-aggressive clap-back and not fire their employee for their audacity.

#32 ‘My Boss Parks Like An Asshole’ 

It’s easy enough to assume that if someone is a boss, they’ve got more than two brain cells to rub together, but we all know, this is often not the case.

Credit: Reddit / Bagsomilk

Writing as somone who has only ever been behind the wheel of a car a handful of times, even I think I could do a better job of parking than this. SOMEONE REVOKE THIS PERSON’S LICENCE.

#33 ‘Think you have a bad boss? This is the kind of stuff my mom has to deal with at work, every single day.’ 

When it comes to ice cream, not all brands are created equally and ever since I put one of these bad boys between my lips well over a decade ago, I’ve been hooked.

Credit: Reddit/ Cat_Beans

To be fair, this is a sackable offence IMO. However, it’s fair to say that this boss does get asshole points for unprofessionalism.

#34 ‘This guy brought his ‘Emotional Support Clown” to his firing’ 

Sometimes, if you’ve suffered under a bad boss, you will take special measures so that you go out wih a bang. Case in point…

Credit: Reddit / PlanetoftheAtheists

If that’s not the most glorious way to tell your boss that his company is a circus, I don’t know what is. What makes this even better are their sitting positions and facial expressions.

#35 ‘My Friend Quit His Job Yesterday…’ 

Now, as anyone who has ever worked a job that they’ve disliked will attest, after a certain point, you begin to fantasize about how you will quit, and this guy certainly executed a creative plan.

Credit: Reddit / shaninanigan

In life, it’s important to always know your worth.

#36 ‘My Boss Is The Bad Kind Of Grammar Nazi’ 

Grammar is important, especially in professional situations. However, employees really are only as good as their working environment.

Credit: Reddit / kindofparanoid

Yeah… For all grammar is important, when you’re dealing with a cardboard sign and sharpies, I think you can let it slide. Bad boss alert for sure.