Light-hearted Boss Gifts

Searching for a gift that will resonate with a light-hearted boss? Our collection features funny, creative items perfect for the boss who appreciates humor and a bit of whimsy in their office and everyday life. Whether it's a playful mug, amusing t-shirt, or a quirky print, find something that celebrates their fun-loving personality and makes work a little more enjoyable.

All Products Prints T-Shirts Mugs Pillows

'He only works onsite one day a month, and he accepts petting instead of money.'

'He only works onsite one day a month, and he accepts petting instead of money.' mockup

'He only works onsite one day a month, and he accepts petting instead of money.'

from $19.00

A disgruntled employee chain-sawes hois boss's desk in two.Boss says:'Alright Smith, I'll stop referring to the employees as 'oopsy daisies'.'

A disgruntled employee chain-sawes hois boss's desk in two.Boss says:'Alright Smith, I'll stop referring to the employees as 'oopsy daisies'.' mockup

A disgruntled employee chain-sawes hois boss's desk in two.Boss says:'Alright Smith, I'll stop referring to the employees as 'oopsy daisies'.'

from $19.00

Get crazy once in a while

from $19.00

Stand-up comic/ceo: 'A funny thing happened on the way to the board meeting...'

Stand-up comic/ceo: 'A funny thing happened on the way to the board meeting...' mockup

Stand-up comic/ceo: 'A funny thing happened on the way to the board meeting...'

from $19.00

"The jury didn't buy my defense that CEOs just want to have fun."

"The jury didn't buy my defense that CEOs just want to have fun." mockup

"The jury didn't buy my defense that CEOs just want to have fun."

from $19.00

"I have good news and bad news, Tom. The good news is good for me. The bad news is bad for you."

"I have good news and bad news, Tom. The good news is good for me. The bad news is bad for you." mockup

"I have good news and bad news, Tom. The good news is good for me. The bad news is bad for you."

from $19.00

"As your new CEO, I hereby change 'deadline' to 'soft squiggle.'"

"As your new CEO, I hereby change 'deadline' to 'soft squiggle.'" mockup

"As your new CEO, I hereby change 'deadline' to 'soft squiggle.'"

from $19.00

"I'm leaving a little early as I wasn't in quite so late this morning."

"I'm leaving a little early as I wasn't in quite so late this morning." mockup

"I'm leaving a little early as I wasn't in quite so late this morning."

from $19.00

"This may seem counter intuitive, but maybe the solution is to lighten up."

"This may seem counter intuitive, but maybe the solution is to lighten up." mockup

"This may seem counter intuitive, but maybe the solution is to lighten up."

from $19.00

President of rubber band company shooting rubber band at employee.

President of rubber band company shooting rubber band at employee. mockup

President of rubber band company shooting rubber band at employee.

from $19.00

'Frankly, I don't remember why I called this meeting.'

'Frankly, I don't remember why I called this meeting.' mockup

'Frankly, I don't remember why I called this meeting.'

from $19.00

"Every time he elbow bumps me, he hits my funny bone on purpose."

"Every time he elbow bumps me, he hits my funny bone on purpose." mockup

"Every time he elbow bumps me, he hits my funny bone on purpose."

from $19.00

Give it to me straight, Doc — what's the bottom line?

Give it to me straight, Doc — what's the bottom line? mockup

Give it to me straight, Doc — what's the bottom line?

from $19.00

"Damn it, Bershire, I've told you to never call me when I'm in my executive ball pit!"

"Damn it, Bershire, I've told you to never call me when I'm in my executive ball pit!" mockup

"Damn it, Bershire, I've told you to never call me when I'm in my executive ball pit!"

from $19.00

"My records show we sent your bonus. Have you looked on your roof?"

"My records show we sent your bonus. Have you looked on your roof?" mockup

"My records show we sent your bonus. Have you looked on your roof?"

from $19.00

'You'll find, Smith, that there's a very relaxed atmosphere in this office.'

'You'll find, Smith, that there's a very relaxed atmosphere in this office.' mockup

'You'll find, Smith, that there's a very relaxed atmosphere in this office.'

from $19.00

'I call it, 'Leading A Great Team is Fabulous'.'

'I call it, 'Leading A Great Team is Fabulous'.' mockup

'I call it, 'Leading A Great Team is Fabulous'.'

from $19.00

'What do you mean, I get a reprieve from my wife's cooking? My wife is a cook here at the hospital.'

'What do you mean, I get a reprieve from my wife's cooking? My wife is a cook here at the hospital.' mockup

'What do you mean, I get a reprieve from my wife's cooking? My wife is a cook here at the hospital.'

from $19.00

'May I play through please?'

from $19.00

'I received your cheque twice, once from you and once from the bank.'

'I received your cheque twice, once from you and once from the bank.' mockup

'I received your cheque twice, once from you and once from the bank.'

from $19.00

Wheels for all purposes.

from $19.00

"I think it's important that we look at this holistically."

"I think it's important that we look at this holistically." mockup

"I think it's important that we look at this holistically."

from $19.00

Why as a general rule Pastors are not allowed to help on building work days.

Why as a general rule Pastors are not allowed to help on building work days. mockup

Why as a general rule Pastors are not allowed to help on building work days.

from $19.00

Golf ball escaping.

from $19.00

'Hey! Those things aren't toys, you know.'

'Hey! Those things aren't toys, you know.' mockup

'Hey! Those things aren't toys, you know.'

from $19.00

'I'm leaving early cos I didn't come in so late'

'I'm leaving early cos I didn't come in so late' mockup

'I'm leaving early cos I didn't come in so late'

from $19.00

Pigeon Breeders' Association.

from $19.00

"Want to play company officers and corporate raiders?"

"Want to play company officers and corporate raiders?" mockup

"Want to play company officers and corporate raiders?"

from $19.00

"I'll announce the pay freeze after the meeting, because then it will look like your decision."

"I'll announce the pay freeze after the meeting, because then it will look like your decision." mockup

"I'll announce the pay freeze after the meeting, because then it will look like your decision."

from $19.00

Chief Executives Teddy

from $19.00

"By the way, does either of you chaps happen to know anything abut Bonsai?"

"By the way, does either of you chaps happen to know anything abut Bonsai?" mockup

"By the way, does either of you chaps happen to know anything abut Bonsai?"

from $19.00

'Reading the want ads? No, they just happened to be on the same page as this fascinating story on...um...cosmetics.'

'Reading the want ads? No, they just happened to be on the same page as this fascinating story on...um...cosmetics.' mockup

'Reading the want ads? No, they just happened to be on the same page as this fascinating story on...um...cosmetics.'

from $19.00

Light-hearted Boss Gifts Collection

Light-hearted Boss Mugs

Discover our collection of humorous mugs perfect for your light-hearted boss — designed to make every coffee break a moment of joy.

Light-hearted Boss Pillows

Check out playful pillows that bring a smile to your boss’s face, whether they’re in the office or relaxing at home.

Light-hearted Boss Prints

Find amusing and creative prints that celebrate your easygoing boss’s fun side — perfect for decorating any workspace.

Light-hearted Boss T-Shirts

Browse our range of witty t-shirts that suit your fun-loving boss, adding humor and personality to their wardrobe.