92+ Boss Jokes & Puns: You’ll Be Asking for a Raise of Hilarity

Get ready to chuckle your way through the best list of boss jokes and puns this side of the water cooler! 😂 We’ve got humor so funny, it’s criminal (but don’t worry, your boss won’t fire you for laughing… probably 😉). This list of clever puns and jokes is perfect for kids and adults alike. So buckle up, grab your stapler, and get ready for some seriously funny business! 👔

Top Boss Jokes – Best Picks

  1. Why did the golfer wear two pairs of pants to his meeting with the boss? In case he got a hole-in-one!
  2. What’s the difference between a boss and a pirate? One yells “Walk the plank!” and the other makes you walk the blank on your performance review.
  3. My boss is like a broken pencil… He’s pointless!
  4. Boss: “Do you believe in life after death?” Employee: “No, why?” Boss: “Well, then there’s definitely life after work because you look dead right now.”
  5. My boss told me to have a good day… … So I went home!
  6. How do you know your boss is lying to you? Their lips are moving!
  7. Why is being a boss so stressful? Nobody gives you instructions!
  8. Employee: “Can I have a raise?” Boss: “Were you even listening during the meeting? We’re switching to compliments this year!”
  9. Boss: “You’re late!” Employee: “Sorry, I ran out of excuses yesterday.”
  10. Why did the scarecrow win an award from his boss? Because he was outstanding in his field!
  11. When is a boss like a baby? When they’re busy throwing a tantrum!
  12. My boss asked me, “Do you consider yourself a hard worker?” I said, “I do, but only because you make it so difficult!”
  13. Boss: “You missed work yesterday, didn’t you?” Employee: “Not a bit!”
  14. I used to be addicted to soap operas, but I’m clean now… My boss gave me the ultimate ultimatum: “It’s me or the TV.”
  15. You know you’re in trouble when your boss calls you by your full name… …especially if you didn’t know you worked here!
Ultimate collection of Best Boss Jokes and Puns, One-liners, Dad Jokes, Funny Quotes, and Captions - Discover engaging and humorous content at PunnyHub.com

Clever Boss Puns – Best Picks

  1. Why did the employee bring a ladder to work? Because they heard the new position was a step up, but the boss was still a little boss-y.
  2. How do you know your boss is a baker? They’ll always tell you to give them some space. (Yeast/ Yeast = Yes)
  3. Why did the boss bring a ruler to every meeting? He wanted to make sure they were all on the same page, literally.
  4. My boss is writing a book about all the good employees he’s had. So far, it’s a pretty short story.
  5. How does a pirate boss address their crew? “Ahoy, mateys! You’re all fired… up for another great week, right?”
  6. What do you call a boss who used to be a gardener? A delegator of petals.
  7. Why did the boss get lost on their way to the office? They took a detour on the road to success.
  8. Why did the boss become a comedian? Because they were always saying things that were so wrong, they were right… off-putting.
  9. What’s the difference between a boss and a magician? A magician says, “Pick a card, any card”. A boss says, “Pick a card, any card… as long as it’s overtime.”
  10. My boss is a big fan of alternative music. He particularly enjoys the band “The Off-Key Notes.”
  11. What do you call a boss who’s obsessed with trains? A conductor of industry… who really needs to relax.
  12. How does a boss make a smoothie? They blend in with the employees, then delegate the rest.
  13. My boss is convinced he’s a motivational speaker. He’s very good at talking himself up the corporate ladder.
  14. What does a zen boss say to an employee who asks for a raise? “Let’s meditate on our current wages… and by meditate, I mean, ‘no’. “

Funny Boss One-Liner Jokes – Short & Funny Boss Jokes

  1. My boss is always asking for my two cents, guess he figures it’ll add up to a raise eventually.
  2. Just found out “bossy” isn’t an official love language…who knew?
  3. My boss is like a fine wine… constantly aging, gets under your skin easily, and gives me a headache.
  4. I tried explaining to my boss that I’m at my most productive with my feet up, he said, “We call that ‘fired’.”
  5. Just applied for a new job, the application asked for salary expectation… I wrote “To get paid.” Pretty sure my current boss put them up to it.
  6. I used to be addicted to the hokey pokey… then my boss told me to turn myself around… said that’s what it’s all about.
  7. My boss asked me, “Do you believe in life after death?” I said, “No.” He said, “Well then, I have some bad news…” Turns out he saw me leaving early yesterday.
  8. Someone asked if my boss was a motivational speaker… I said only when it comes to looking for another job.
  9. Boss told me to have a good day… so I went home.
  10. I got my boss a “Get Well Soon” card… I’m not sure what message that sends if everyone signs it “Get Well Soon… from your favorite employee.”
  11. Working from home is great. Except my new boss keeps yelling at me to get off the furniture.
  12. My boss just told me to take my job seriously… guess I’ll start by showing up on time… next week.
  13. My boss is writing a book… it’s called “101 Ways to Delegate.”
  14. To err is human, to blame it on someone else… is smart, so my boss tells me.

Boss QnA Quip – QnA Jokes & Puns about Boss

  1. Q: Why did the boss jump into the lake? A: He wanted to see if he could make some power moves.
  2. Q: What do you call a boss who makes everyone work late? A: The over-timer!
  3. Q: Why is it so hard to talk to your boss on a Monday morning? A: Because they have a case of the Mondays…and Tuesdays…and Wednesdays…
  4. Q: What do you call a boss who’s always right? A: Never met one. (whispers) Pass it on.
  5. Q: Why did the invisible man quit his job? A: Because his boss wouldn’t see his potential!
  6. Q: How is a boss like a baby? A: They both need their butts attended to constantly.
  7. Q: Why don’t vampires make good bosses? A: They’re always out for blood.
  8. Q: How many bosses does it take to change a lightbulb? A: None. They’d rather delegate that!
  9. Q: What do you call a boss who takes credit for all your hard work? A: A depart-mental case!
  10. Q: My boss is like a broken pencil… A: Totally pointless!
  11. Q: Why did the golfer wear two pairs of pants to the office? A: In case he got a hole-in-one and the boss wanted to take him out on the links!
  12. Q: What’s the difference between a boss and a magician? A: A magician pulls rabbits out of a hat. A boss pulls deadlines out of thin air!
  13. Q: My boss said we need to learn to think outside the box… A: So, I stole the office fish tank. Problem solved!
  14. Q: What’s the difference between a boss and a sofa? A: One cushions the blow when you get fired. The other you get fired from!

Dad Jokes About Boss: Pun-Filled Quips

  1. Why did the employee give their boss a plant? They heard he loved his new pot-ition!
  2. My boss told me to have a good day… so I went home! What a boss move, right?
  3. I once got fired from a clock factory. Turns out, it was all about time management and I was always clocking out of ideas.
  4. What does a medieval boss say to fire someone? “You’re knight out of a job!”
  5. My boss is always asking me for my two cents. If I had any, I wouldn’t be working here! He can take a cent and… never mind.
  6. My wife told me to take the spider out instead of killing it… so I took it to work. Now my boss is really mad at me… seems nobody wants to work webside him!
  7. I used to work at a paper bag factory but I got let go. They said I wasn’t meeting their sackrifice quotas.
  8. Why did the boss jump into the lake? Because he wanted to see the staff meeting in person!
  9. How do trees get promoted? They really branch out and impress the boss!
  10. I asked my boss if I could go home early since it was raining cats and dogs. He said, “As long as you don’t step in a poodle!”
  11. My boss told me to blow up the new employee’s phone if they didn’t show. Guess it’s going to be a quiet first day… because I took him literally! He’s gonna be fuming!
  12. My boss keeps a dictionary on his desk at work… I guess he wants everyone to know who’s the vocaboss!
  13. Why is being a boss so simple? You just tell someone else to do all the work you don’t want to do!
  14. What did the employee say to the boss who was a mind reader? “You already know I deserve a raise!”

Boss Jokes and Puns for Kids

  1. Why did the bee get promoted? Because he was always busy-ness! 🐝💼
  2. What do you call a bear who’s in charge? A fur-ocious boss!🐻💪
  3. How do you know your dad is the boss of the grill? He wears an apron that says, “Grill Sergeant!”👨‍🍳🔥
  4. Why did the computer go to the doctor? It had a bad case of the mo-nitor! 💻🩺 (Monitor sounds like “My Monitor”, like your boss at work!)
  5. My brother said he’s the boss of our house… Mom just laughed and told him to clean his room! 🤪🏠
  6. Why did the scarecrow win an award? Because he was outstanding in his field! 🌾🏆 (And maybe his boss nominated him!)
  7. What’s a painter’s favorite music genre? Boss-anova! 🎨🎶
  8. My dog thinks he’s the boss of the house… He barks orders, but nobody listens! 🐶🤫
  9. What does a pizza chef’s boss say? You knead to work faster! 🍕🏃‍♀️
  10. Why don’t they play poker in the jungle? Too many cheetahs! 🐆🤫 (Cheetahs sounds like ‘cheaters’, and bosses don’t like cheaters!)
  11. What’s a pirate’s favorite letter? You might think it’s “R”, but it’s really the “C”! (Sea – get it?) And they always want to be the captain – the boss of the ship! 🏴‍☠️🌊
  12. What’s brown and sticky? A stick. But don’t tell your teacher that – they’re the boss of the classroom! 🌳🤫
  13. What does the ocean do when it sees its boss? It waves! 👋🌊😂
  14. Where do pencils go on vacation? Pencil-vania! ✏️🗺️ (But they always check with their boss, the eraser, first!)

Boss Jokes and Puns for Elders

  1. Why did the elder worker get promoted to CEO? > Because he was the only one who could remember where he left the company stapler in 1982.
  2. You know you’re getting old when… > …your idea of a power move at work is remembering to take your blood pressure medication on time.
  3. My boss told me, “Go the extra mile – it makes you stand out!” > So, I started coming in on my day off. Now, he tells me I’m “overthinking it”. Kids these days…
  4. I asked my boss if I could have a raise. > He said, “With inflation the way it is? Absolutely not!”… Then he chuckled and whispered, “Inflation…that’s a good one!”
  5. Why don’t they play poker in the retirement home? > Too many senior executives already know all the bluffs.
  6. The boss is getting a hearing aid. > Now, in addition to pretending to work, we’ll have to pretend we’re interested in his stories.
  7. My boss said, “Show some initiative! Think outside the box!” > So, I packed my things and started working from home. Turns out, he meant a metaphorical box. Who knew?
  8. Retirement: Where every day feels like a Monday to your dog. > And every day feels like a Friday to your boss.
  9. Remember when the boss used to ask, “Are you busy?” > Now he just says, “You look rested. Got anything you can help me with?”
  10. I’m at that age where I can’t remember if I did a task… > …or just thought about complaining to my boss about having to do it.
  11. My boss told me to “lead, follow, or get out of the way.” > So, I booked a cruise. Now he says I misunderstood the assignment. My bad!
  12. What’s the difference between a boss and a pilot? > A pilot only yells at one “cabin” at a time.
  13. I used to be indecisive, but now… > …I’ll get back to you after I consult with my walker and my afternoon nap.
  14. Why did the retired executive always bring a ladder to his old office building? > Because he missed feeling superior.

Boss Puns and Jokes for Reddit & Social Media

  1. Just saw my Boss balancing his coffee on his computer… Guess that’s what they call a latte risk assessment. ☕️💻 #BossLife #Multitasking
  2. My boss told me to have a good day… So I went home. 🔥 #NailedIt #ShortDay
  3. How does a boss fight inflation? With employee raise denial. 💸😭 #Brutal #Economy
  4. What’s the difference between a boss and a magician? A magician makes your bonus disappear with a wave of their hand. A boss doesn’t need a hand. ✨ #PaydayMagic #WhereDidItGo
  5. My boss is like a broken clock… Wrong about everything, twice a day. 🕐😂 #Burn #ButAccurate
  6. Boss: “You’re late. What’s the excuse this time?” Me: “I wasn’t sure what to wear.” Boss: “But you’re wearing the same thing as yesterday?” Me: “Exactly.” 🤷‍♀️👔 #OutfitRepeater #Logic
  7. What did the Zen master say to his stressed-out boss? “Let that s* go.” 🙏🧘‍♂️ #WordsOfWisdom #ButWillYou
  8. Boss: “Why weren’t you at work yesterday?” Me: “I had a horrible dream.” Boss: “What was the dream?” Me: “I dreamt you were nice to me.” 😱 #NightmaresDoComeTrue
  9. What do you call a boss who takes credit for all your work? An Entre-plagiarist. 💼🤨 #StolenIdeas #NotCool
  10. I finally figured out what my boss meant by “unlimited PTO”… Turns out “unlimited” really means “two weeks, just like everyone else.” 🌴😭 #VacationDreamsCrushed
  11. Boss: “I need you to work this weekend. We’re really understaffed.” Me: “Oh no! Did someone quit?” Boss: “No… It’s your birthday.” 🎉🎂 #HappyBirthdayToMe #WorstGiftEver
  12. How is working with my boss like playing golf? Every day feels like a new hazard. 🏌️‍♂️⛳️ #OfficeLife #ObstaclesEverywhere

Boss-ing the Pun Game? Time to Clock Out!

Hope these boss jokes didn’t leave you feeling worked out! If you’re still craving more pun-derful humor, don’t be a slacker! Head over to our website for a whole lot more laughs. We promise, it’s anything but a dead-end job!

Rabia Noreen & Team

Rabia Noreen: The Punnovator

Hi, I'm Rabia, the lead punster behind PunnyHub.com, alongside my incredible team. With a background in Comparative Literature, I specialize in turning phrases and crafting chuckles. My team and I are committed to delivering humor that not only entertains but enlightens. Every post we share is designed to sprinkle your day with laughter and a dash of wit. Find your Best Puns & Jokes.

Similar Posts