Progressive Challenger Pillows

Add a spark of inspiration to their space with pillows that celebrate innovation and challenge the norm. Perfect for creating a cozy, motivational environment.

All Products Prints T-Shirts Mugs Pillows

"Two plus two makes four?! Only if you still cling to the outmoded and stereotypical worldview of the patriarchy."

"Two plus two makes four?! Only if you still cling to the outmoded and stereotypical worldview of the patriarchy." mockup

"Two plus two makes four?! Only if you still cling to the outmoded and stereotypical worldview of the patriarchy."

from $19.00

Do not think outside the box!

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Margaret got tired of waiting for her ‘slow-brew' tea.

Margaret got tired of waiting for her ‘slow-brew' tea. mockup

Margaret got tired of waiting for her ‘slow-brew' tea.

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Voting Difficulties

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'She does great things with leftovers. . .She throws them out.'

'She does great things with leftovers. . .She throws them out.' mockup

'She does great things with leftovers. . .She throws them out.'

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'By the way, no one has ever beaten me and lived to tell about it.'

'By the way, no one has ever beaten me and lived to tell about it.' mockup

'By the way, no one has ever beaten me and lived to tell about it.'

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When a nanosecond is forever.

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'Sorry...I don't do hugs!'

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CITY HALL, NO PROBLEM IS TOO BIG OR TOO SMALL., 'Oh, no, your problem isn't too big or too small - it's just too difficult.'

CITY HALL, NO PROBLEM IS TOO BIG OR TOO SMALL., 'Oh, no, your problem isn't too big or too small - it's just too difficult.' mockup

CITY HALL, NO PROBLEM IS TOO BIG OR TOO SMALL., 'Oh, no, your problem isn't too big or too small - it's just too difficult.'

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'We now pause for technical difficulties....'

'We now pause for technical difficulties....' mockup

'We now pause for technical difficulties....'

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"And now Professor Weyfeld, of Columbia University, with some liberal claptrap."

"And now Professor Weyfeld, of Columbia University, with some liberal claptrap." mockup

"And now Professor Weyfeld, of Columbia University, with some liberal claptrap."

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"Before I say anything, I'd like to have my friend, who wants to be a lawyer when he grows up, present"

"Before I say anything, I'd like to have my friend, who wants to be a lawyer when he grows up, present" mockup

"Before I say anything, I'd like to have my friend, who wants to be a lawyer when he grows up, present"

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'Waiter, kindly take this away and bring me some hot soup.'

'Waiter, kindly take this away and bring me some hot soup.' mockup

'Waiter, kindly take this away and bring me some hot soup.'

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"Mom, Dad, am I adopted?"

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'No, man, I don't know where you're coming from. But if I had to guess, I'd say the early Seventies.'

'No, man, I don't know where you're coming from. But if I had to guess, I'd say the early Seventies.' mockup

'No, man, I don't know where you're coming from. But if I had to guess, I'd say the early Seventies.'

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Boxer with glasses.

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Bet You're Chicken!

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'Non confromists society annual dinner' "You can't come in mate...Its formal dress"

'Non confromists society annual dinner' "You can't come in mate...Its formal dress" mockup

'Non confromists society annual dinner' "You can't come in mate...Its formal dress"

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"As you can see, I was able to answer all the questions without getting bogged down in perfection."

"As you can see, I was able to answer all the questions without getting bogged down in perfection." mockup

"As you can see, I was able to answer all the questions without getting bogged down in perfection."

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He used to do his own thing. Now they expect him to do someone else's thing.

He used to do his own thing. Now they expect him to do someone else's thing. mockup

He used to do his own thing. Now they expect him to do someone else's thing.

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Pessimism Quiz.

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Incompetence treatment center

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"I think next year things will really be different."

"I think next year things will really be different." mockup

"I think next year things will really be different."

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'He was just saying that all things come to him who waits, and, sure enough, along came a lightning bolt.'

'He was just saying that all things come to him who waits, and, sure enough, along came a lightning bolt.' mockup

'He was just saying that all things come to him who waits, and, sure enough, along came a lightning bolt.'

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'In accordance with company policy to explore alternative ideas...'

'In accordance with company policy to explore alternative ideas...' mockup

'In accordance with company policy to explore alternative ideas...'

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'It's all in how you look at it -- try thinking of yourself as the world's tallest short guy.'

'It's all in how you look at it -- try thinking of yourself as the world's tallest short guy.' mockup

'It's all in how you look at it -- try thinking of yourself as the world's tallest short guy.'

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'Sorry, I'm a stranger here myself.' mockup

'Sorry, I'm a stranger here myself.'

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Black Sheep

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Blok enters the restroom.

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Progressive Challenger Pillows Collection

Progressive Challenger Mugs

Explore our collection of mugs that celebrate progressive challengers—perfect for inspiring their daily grind with wit and creativity.

Progressive Challenger Prints

Browse prints celebrating innovation and challenge—ideal for inspiring their environment with bold, creative designs.

Progressive Challenger T-Shirts

Discover t-shirts that speak to the inventive spirit of the progressive challenger—comfortable, meaningful, and designed to inspire.