Stress-free Supervisor Pillows

Bring relaxation to their workspace or home with pillows that honor stress-free supervisors. Soft, witty, and inspiring, these pillows are perfect for creating a calming environment.

All Products Prints T-Shirts Mugs Pillows

'It's the boss! Everyone look mellow!' mockup

'It's the boss! Everyone look mellow!'

from $19.00

"The good news is you’re the only one we’re not firing ... the bad news is you’re the only one to run the department."

"The good news is you’re the only one we’re not firing ... the bad news is you’re the only one to run the department." mockup

"The good news is you’re the only one we’re not firing ... the bad news is you’re the only one to run the department."

from $19.00

"So what kind of mood is he in?"

from $19.00

Grad School Parent-Teacher Conference mockup

Grad School Parent-Teacher Conference

from $19.00

On holiday.

from $19.00

'Yes, as a matter of fact, you have caught me at a bad time.'

'Yes, as a matter of fact, you have caught me at a bad time.' mockup

'Yes, as a matter of fact, you have caught me at a bad time.'

from $19.00

'Now then - I just wanted to see how you handle pressure, Mr. Boyle.'

'Now then - I just wanted to see how you handle pressure, Mr. Boyle.' mockup

'Now then - I just wanted to see how you handle pressure, Mr. Boyle.'

from $19.00

"I can hardly wait...TWO WHOLE weeks without having to deal with mindless e-mails, incessant interruptions, boring meetings...."

"I can hardly wait...TWO WHOLE weeks without having to deal with mindless e-mails, incessant interruptions, boring meetings...." mockup

"I can hardly wait...TWO WHOLE weeks without having to deal with mindless e-mails, incessant interruptions, boring meetings...."

from $19.00

'The boss says you can come in from the naughty step now.'

'The boss says you can come in from the naughty step now.' mockup

'The boss says you can come in from the naughty step now.'

from $19.00

"We're slapping you with a stress suit, pal!"

"We're slapping you with a stress suit, pal!" mockup

"We're slapping you with a stress suit, pal!"

from $19.00

"Gentlemen, I've called this meeting to discuss absenteeism."

"Gentlemen, I've called this meeting to discuss absenteeism." mockup

"Gentlemen, I've called this meeting to discuss absenteeism."

from $19.00

'Maybe we did pile too much work on his desk.'

'Maybe we did pile too much work on his desk.' mockup

'Maybe we did pile too much work on his desk.'

from $19.00

"I think your idea of stress relief is drastic!"

"I think your idea of stress relief is drastic!" mockup

"I think your idea of stress relief is drastic!"

from $19.00

"Every day is Monday." "Except Friday." mockup

"Every day is Monday." "Except Friday."

from $19.00

'My poor darling! Did your boss put you under pressure again?'

'My poor darling! Did your boss put you under pressure again?' mockup

'My poor darling! Did your boss put you under pressure again?'

from $19.00

Our founder: Custard pies Ltd.

from $19.00

Next, I recall looking down at myself and thinking, God, what a drama queen.

Next, I recall looking down at myself and thinking, God, what a drama queen. mockup

Next, I recall looking down at myself and thinking, God, what a drama queen.

from $19.00

"I'm your exit strategy."

from $19.00

"Stupid HR says you can only fire them..."

"Stupid HR says you can only fire them..." mockup

"Stupid HR says you can only fire them..."

from $19.00

'Where do I see myself in five years? Well, if I make it through this day...'

'Where do I see myself in five years? Well, if I make it through this day...' mockup

'Where do I see myself in five years? Well, if I make it through this day...'

from $19.00

'No sweat shop'

from $19.00

'Bonny, I've forgotten...What time is that 9 o'clock meeting tomorrow?...'

'Bonny, I've forgotten...What time is that 9 o'clock meeting tomorrow?...' mockup

'Bonny, I've forgotten...What time is that 9 o'clock meeting tomorrow?...'

from $19.00

"A High-Pain Job? Yes, I believe we have that."

"A High-Pain Job? Yes, I believe we have that." mockup

"A High-Pain Job? Yes, I believe we have that."

from $19.00

"When given a choice, a lot of them prefer eternal torment over being stuck in a 9 to 5 job."

"When given a choice, a lot of them prefer eternal torment over being stuck in a 9 to 5 job." mockup

"When given a choice, a lot of them prefer eternal torment over being stuck in a 9 to 5 job."

from $19.00

'I'm certainly no expert on the matter, but throwing the copier out the window just may be a sign you're suffering from stress.'

'I'm certainly no expert on the matter, but throwing the copier out the window just may be a sign you're suffering from stress.' mockup

'I'm certainly no expert on the matter, but throwing the copier out the window just may be a sign you're suffering from stress.'

from $19.00

"The job stress was already bad enough, but now I have to choose between 56 flavors of coffee."

"The job stress was already bad enough, but now I have to choose between 56 flavors of coffee." mockup

"The job stress was already bad enough, but now I have to choose between 56 flavors of coffee."

from $19.00

"I quit worrying. I've gone 100% non-non and completely free-free."

"I quit worrying. I've gone 100% non-non and completely free-free." mockup

"I quit worrying. I've gone 100% non-non and completely free-free."

from $19.00

"I always put things off until the last minute."

"I always put things off until the last minute." mockup

"I always put things off until the last minute."

from $19.00

"THIS looks like a job for ... somebody else."

"THIS looks like a job for ... somebody else." mockup

"THIS looks like a job for ... somebody else."

from $19.00

'Ahhhh. Did I just feel the tension in here break, or was it the elastic on my underwear?'

'Ahhhh. Did I just feel the tension in here break, or was it the elastic on my underwear?' mockup

'Ahhhh. Did I just feel the tension in here break, or was it the elastic on my underwear?'

from $19.00

"Can we just order pizza for Thanksgiving this year?"

"Can we just order pizza for Thanksgiving this year?" mockup

"Can we just order pizza for Thanksgiving this year?"

from $19.00

Workaholic Hotline - 'Come on now, you can do it. Just put down those annual reports and slowly back away...'

Workaholic Hotline - 'Come on now, you can do it. Just put down those annual reports and slowly back away...' mockup

Workaholic Hotline - 'Come on now, you can do it. Just put down those annual reports and slowly back away...'

from $19.00

"You can quit now, or stick it out and wait for a severance package."

"You can quit now, or stick it out and wait for a severance package." mockup

"You can quit now, or stick it out and wait for a severance package."

from $19.00

Office Safety - Slip/Trip Hazards. mockup

Office Safety - Slip/Trip Hazards.

from $19.00

'It's a high pressure job but worth it.'

'It's a high pressure job but worth it.' mockup

'It's a high pressure job but worth it.'

from $19.00

Stress-free Supervisor Pillows Collection

Stress-free Supervisor Mugs

Explore our full range of stress-free supervisor mugs, perfect for anyone who leads with a calm and humorous touch. Find the right one to bring tranquility to their mornings.

Stress-free Supervisor Prints

Browse our inspiring and humorous prints for stress-free supervisors, ideal for decorating an office or home with a message of calm leadership.

Stress-free Supervisor T-Shirts

Check out our collection of stress-free supervisor t-shirts, designed for laid-back leaders who enjoy their humor with a side of leadership charm. Find your favorite today.