25 Extremely Funny Gifts For Your Boss That Will Either Get You Fired or Promoted

Updated: Nov 05 2022
25 Extremely Funny Gifts For Your Boss That Will Either Get You Fired or Promoted
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Having a boss with a sense of humor is one of the greatest gifts you as an employee can receive, so why not repay the kindness with one of these funny gifts for your boss? There's a gift idea for a boss or mentor of all sorts, from squeaky clean humor on coffee mugs and wall art that would get the HR seal of approval to gag gifts with humor that's a little edgier. Humor and laughter are powerful tools in the office for forging a sense of camaraderie with your coworkers and manager, and you can count on these LOL-inducing gifts to do the trick. And if it's time for your boss to move on to a new adventure, a lot of these chuckle-worthy gifts would make great funny retirement gift ideas, too. 

Things I Want to Say At Work But Can't Coloring Book

If you think you have things you want to say at work but can't, you have no idea what's on your boss's mind. They'll be stressing a lot less when they can color in the peppy and snarky patterns in this adult coloring book and your whole department will have you to thank for it.
$6 .99

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Dumpster Fire Notepad Holder

For EOM or EOQ, hell, even EOW or EOD, these dumpster fire notes will be frequently used. For bosses especially it seems like there's always a fire popping up, and they'll appreciate a gift that helps them remember which ones to put out first.
$13 .99

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WTF Funny Notepad

If you see one of these notes waiting on your desk from your boss, no you didn't. Just give it a push and make it disappear into your trash can. When your boss asks WTF happened to the note from the funny pad you gave them just tell them you have no f*cking idea.
$6 .00

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Oh, The Meetings You'll Go To!

Infuse your boss's day with a little Seuss and they'll be grateful forever. The playful illustrations and clever prose in this book poke fun at the fun and funniest parts of the white-collar working road.
$11 .80

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Tricks to Appear Smart in Meetings Day Calendar

The smarter your boss looks in a meeting, the better that reflects on your department and the better it reflects on you. So really, giving your boss this day-to-day calendar filled with joke tips to look like a business wunderkind is a gift to your own career prospects, too.
$14 .39

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Annoying Sound Torture Devices

If you're the Jim Halpert of your office and your boss is either Dwight or Michael, this is the device you need. Put a few of the annoying sound torture devices around, they chirp like crickets at random intervals so they're almost impossible to find.
$14 .99

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Dark Humored Misfortune Cookies

A little gallows humor in the office never hurt anybody, and if anything, these misfortune cookies will be stress-relieving. Chow down on the cookies and enjoy a little self-deprecating humor with every bite.
$19 .95

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The Official Dictionary Of Sarcasm

Communication in the office is important and for anyone in an office especially, being fluent is sarcasm is a must. Give the "best boss ever" a little lesson in how to understand words that are in unspoken air quotes with this LOL-funny book.
$13 .48

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True Facts That Sound Like Bullsh*t

Your boss hates those "everyone name an interesting fact about yourselves" questions as much as you do, but with this book, you can give them a way to answer instantly. They can always lie about that interesting fact, and all the better if they can pluck it from this fascinating book.
$7 .74

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Somehow I Manage Notebook

Any boss that’s a fan of The Office will have a fun time writing their musings in this notebook. It’s got over 100 pages for them to scribble their most important ideas in, and it’s a sure fire way to make everyone at the executive meeting laugh.
$8 .95

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Texts from Mittens the Cat Funny Calendar

Mittens the Cat has some big thoughts about the workplace and life in general and it would be in your best interest to circle back to them every day. Your boss will smile at the pages of this day-to-day calendar, which is filled with musings from a very sassy cat.
$39 .30

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Spinning Decision Maker Paperweight

They might be the boss but that doesn’t mean they WANT to make decisions. They can let the universe decide with this spinning paperweight decision maker. Just give it a twirl and see which of the eight outcomes will fit the situation.
$19 .61

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Deformable Fidget Pen

Your boss will have a creative outlet for their anxiety or their musings with this fidget pen. The fascinating ballpoint pen has over a dozen pieces that your boss can slide off the ink cartridge and arrange and rearrange at their leisure.
$15 .98

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Funny Office Mood Board

The boss can be passive aggressive, too! When the employees complain about all the time he’s out of the office on “sales calls,” they can look no further than the dozen options that can be flipped to on this mood board to get an idea of why he does what he does.
$11 .99

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Fixer of Everything Desk Tent

If the phrase, “not my circus, not my monkeys” can be applied to the department that your boss manages, but in the way that it is in fact their circus, they need this desk tent. They’ll display it with pride and a sigh.
$12 .50

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The Stealth Beer Sleeve

No one wants to sit through a 4:30pm sales meeting on a Friday while someone is going to drone on about meaningless numbers. When your boss has to, they can embrace that happy hour life with this stealth beer coozie, which covers a can of beer with a Starbucks-style cup that'll have everyone fooled.
$12 .48

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Wacky Waving Inflatable Tube Guy

When it's five o'clock on a Friday your boss will be ready to throw a party with the wacky waving inflatable tube guy on his desk. With the touch of a button, the red dude starts thrashing like a too-drunk accountant at the holiday party.
$11 .66

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The World's Largest Coffee Mug

You and the whole department will have plenty of time to mess around or relax after the boss has gone bottoms-up on the world's largest cup of coffee. It holds 1.5 gallons of coffee and if they finish it all, they'll probably spend the rest of the day in the bathroom.
$43 .99

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The Original BS Button

When one of the executives is spouting off with some nonsense your boss can call them on it with the original BS button. When they give it a tap or a smack it’ll shout the B-word for them so technically they can’t get in trouble for saying it.
$9 .48

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100 Tricks To Appear Smart In Meetings

On their next business trip, your boss can enjoy some light and productive reading with 100 Tricks to Appear Smart in Meetings. The satirical book is filled with advice that's half nonsense and half "so wrong that it's right." If they deploy the tactics correctly, they might just get a promotion.
$11 .33

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Some eCards Wall Calendar

No one understands your boss and office life like Some eCards. Their yearly wall calendar is a creative masterclass in the things that anyone who jockeys a desk feels every single day. The calendar will make your boss groan and laugh and be grateful they have an employee with a sense of humor.
$9 .81

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WTF Red Ink Stamp

No one wants their yearly review to come back with this big red stamp on the top but if it's gotta happen to someone, at least it won't happen to you. Why? Because you were smart enough to suck up to the boss by giving them this stamp.
$9 .99

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Desktop Punching Bag

There are only so many dumb directives that get passed down from the executive level that your boss can handle. Give them a way to get out that frustration with this desktop punching bag. The bag suctions to a flat surface so it’s in no danger of flying away.
$22 .95

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Desktop Golf Set

When they're longing to hit the links and need something to do in a Zoom meeting while their camera is off, your boss will reach for this desktop golf set. The tiny kit comes with two balls and a tiny club for putting.
$39 .95

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The Coffee Pot Coffee Mug

This coffee pot mug looks like it's got enough in it to really fire up a Monday morning. Don't worry about sending your boss into a caffeine-induced frenzy, though, the "pot" holds 12oz of coffee, which is technically only 2 cups.
$24 .97

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The Hell No Button

Your boss can use this button any time someone comes up to them with a decidedly stupid question. Sally wants a month off to "find herself" by hiking the Pacific Crest Trail? Press the button. Derek wants to mint an NFT of a Xerox copy of his butt? Press the button.
$13 .91

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Ashes of Problem Employees Funny Piggy Bank

As a piggy bank or a cookie jar this ceramic vessel is perfect because no one in the office will want to reach their hand in to find out what's really in there. It could be sweets, it could be coins, or it could be Jim, who left one day and never came back.
$29 .99

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This is Fine Dog Meme Funny Mousepad

In this day and age, this meme has been elevated to straight-up icon status. In the office, This is Fine Dog means more than ever. While your boss is using it, they'll feel that "WTF" energy flowing through them and be able to smile even when things suck.
$12 .96

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Computer Rear View Mirror

It's important for your boss to know who's sneaking up behind them for an impromptu conversation, you know, in case they need to stop DMing their own boss to complain about that employee or "take a call" to avoid talking to them. With this rearview mirror, it's easier than ever to spy behind them.
$14 .99

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Office Space Stapler

Give this to your boss one day and steal it and encase it in Jell-o the next! That’s just the office way. When they notice it’s missing, they might be tempted to whack a printer with a blunt object but you know what, the printer deserved it.
$16 .39

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Funko Pop Michael Scott Figure

If ever there was a manager one should aspire to be, it's Michael Scott. With this Funko Pop Figurine on their desk, your boss will be breaking the fourth wall and looking into an imaginary camera during tense moments of conversation.
$13 .48

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Scream Absorbing Jar

Much to your boss's chagrin, it's not a great idea to scream at someone for doing something stupid, like telling the CEO "the vibes are off" during a company-wide meeting. In those moments, the scream-absorbing jar will be there for your boss's frustrations.
$73 .76

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The Coolest Guy on the Conference Call Socks

You'd better hope your boss isn't wearing these socks when you're on a one-on-one call with them, that would be embarrassing. But hey, who are you to argue? Arguing isn't good for getting a promotion or a raise.
$14 .99

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Guzzle Buddy Wine Bottle Attachment

Turn a bottle of wine into a simple glass of wine with one simple attachment. The Guzzle Buddy makes an honest woman out of your boss when she says she's "only having one glass" at the holiday party, just put in a bottle of wine and enjoy!
$17 .99

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Before and After 5 Glass

If you see your boss drinking from the end of the glass designated "after 5" before 5 o'clock, don't ask them what's wrong, let someone else make that mistake. The novelty glass is great as a usable item but makes a great piece of decor or pen holder, too.
$19 .99

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The Butt Tape Dispenser

Your boss's crappy day will dissolve into a smile whenever they see this butt tape dispenser sitting on their desk. Much like a toilet, it's multipurpose, with a tape dispenser, space for holding pens, compartment for smaller items like thumbtacks, and a slot for Pos-Its.
$10 .95

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Death Wish Coffee

You're not wishing your boss ill with the gift of Death Wish coffee, you're wishing them a fabulous Monday morning. With twice the caffeine as a regular cup and a flavor that's just as smooth, if not better than your average joe, the coffee will put pep in their step and make them more productive.
$16 .48

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World's Best Boss Funny Socks

Your boss will want to wear these socks around the office with no shoes so they can show off just how amazing you think they are. You better hope their feet don’t stink!
$6 .99

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World's Best Boss Coffee Mug

Whether you deliver this with sarcasm or a genuine smile on your face is up to you, just make sure you do it convincingly. The mug holds 11oz of coffee, enough to pep them up on a Monday morning.
$30 .00

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