Open Enrollment Gifts

Looking for a gift to mark open enrollment season? Discover playful mugs, witty t-shirts, cozy pillows, and eye-catching prints that add a touch of humor and sincerity to this important life event. Perfect for colleagues, friends, or family going through healthcare or benefits sign-ups, our collection offers a cheerful reminder that even busy enrollment days can be a little brighter.

All Products Prints T-Shirts Mugs Pillows

'The bad news is, during open enrollment we get to choose between our uncaring, inconvenient plan or another one that's just as bad or worse.'

'The bad news is, during open enrollment we get to choose between our uncaring, inconvenient plan or another one that's just as bad or worse.' mockup

'The bad news is, during open enrollment we get to choose between our uncaring, inconvenient plan or another one that's just as bad or worse.'

from $19.00

"This is a great school but it wasn't my first choice."

"This is a great school but it wasn't my first choice." mockup

"This is a great school but it wasn't my first choice."

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'You must be Jimmy's father . . .' mockup

'You must be Jimmy's father . . .'

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"I think my mom made me a tofu sandwich."

"I think my mom made me a tofu sandwich." mockup

"I think my mom made me a tofu sandwich."

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Now I'll open up the floor to questions and batsh*t crazy rants.

Now I'll open up the floor to questions and batsh*t crazy rants. mockup

Now I'll open up the floor to questions and batsh*t crazy rants.

from $19.00

'LOVELY school. But where's the library?' 'What's a library?'

'LOVELY school. But where's the library?' 'What's a library?' mockup

'LOVELY school. But where's the library?' 'What's a library?'

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"I wouldn't mind...But he's the teacher."

"I wouldn't mind...But he's the teacher." mockup

"I wouldn't mind...But he's the teacher."

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"Of course I love you, I'm just busy with other men."

"Of course I love you, I'm just busy with other men." mockup

"Of course I love you, I'm just busy with other men."

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"If anyone rings tell them I'm on a course."

"If anyone rings tell them I'm on a course." mockup

"If anyone rings tell them I'm on a course."

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'Do you feel as foolish as I do, having a conference with Billy's teaching machine?'

'Do you feel as foolish as I do, having a conference with Billy's teaching machine?' mockup

'Do you feel as foolish as I do, having a conference with Billy's teaching machine?'

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"...and would you like to enroll her in pre-pre-pre-med or pre-pre-law?"

"...and would you like to enroll her in pre-pre-pre-med or pre-pre-law?" mockup

"...and would you like to enroll her in pre-pre-pre-med or pre-pre-law?"

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Drawing graphs on a computer.

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'I'm enrolling in an online course to learn how to apply for a loan for an online university.'

'I'm enrolling in an online course to learn how to apply for a loan for an online university.' mockup

'I'm enrolling in an online course to learn how to apply for a loan for an online university.'

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'It's okay, mom. I go through this every day at school.'

'It's okay, mom. I go through this every day at school.' mockup

'It's okay, mom. I go through this every day at school.'

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You're fine, but we'd like to run some tests on your insurance card.

You're fine, but we'd like to run some tests on your insurance card. mockup

You're fine, but we'd like to run some tests on your insurance card.

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'I agree with the government.'

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"It started with sneaking kale into their spaghetti. Before I knew it I was sneaking homework into their video games."

"It started with sneaking kale into their spaghetti. Before I knew it I was sneaking homework into their video games." mockup

"It started with sneaking kale into their spaghetti. Before I knew it I was sneaking homework into their video games."

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School Open.

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'Your son pays attention in class, but only to his iPod and cell phone.'

'Your son pays attention in class, but only to his iPod and cell phone.' mockup

'Your son pays attention in class, but only to his iPod and cell phone.'

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"I have an awful toothache. But I sort of forgot to re-sig up for Obamacare. SO now I have to wait till next year to get treated."

"I have an awful toothache. But I sort of forgot to re-sig up for Obamacare. SO now I have to wait till next year to get treated." mockup

"I have an awful toothache. But I sort of forgot to re-sig up for Obamacare. SO now I have to wait till next year to get treated."

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"We've found that patients are more truthful when it's open mic night."

"We've found that patients are more truthful when it's open mic night." mockup

"We've found that patients are more truthful when it's open mic night."

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Ethical studies: 'No thanks, I;m doing law.'

Ethical studies: 'No thanks, I;m doing law.' mockup

Ethical studies: 'No thanks, I;m doing law.'

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'... Yes, I'd love to go on a date with you. Can I bring my boyfriend?'

'... Yes, I'd love to go on a date with you. Can I bring my boyfriend?' mockup

'... Yes, I'd love to go on a date with you. Can I bring my boyfriend?'

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As mayor, I'd like everyone to know my door is always open. My first order of business is to address the vandalism problem.

As mayor, I'd like everyone to know my door is always open. My first order of business is to address the vandalism problem. mockup

As mayor, I'd like everyone to know my door is always open. My first order of business is to address the vandalism problem.

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Love

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'Enough frank and honest talk. Let's go back to hypocrisy and dishonest talk.'

'Enough frank and honest talk. Let's go back to hypocrisy and dishonest talk.' mockup

'Enough frank and honest talk. Let's go back to hypocrisy and dishonest talk.'

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"You want to take Swahili so you can talk to your African violets?"

"You want to take Swahili so you can talk to your African violets?" mockup

"You want to take Swahili so you can talk to your African violets?"

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St.Titanics primary, "It's a sink school."

St.Titanics primary, "It's a sink school." mockup

St.Titanics primary, "It's a sink school."

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'I tried letting it all hang out, and somebody stepped on it.'

'I tried letting it all hang out, and somebody stepped on it.' mockup

'I tried letting it all hang out, and somebody stepped on it.'

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"Honey, I know I agreed to an open marriage, but maybe we could close it just a smidge."

"Honey, I know I agreed to an open marriage, but maybe we could close it just a smidge." mockup

"Honey, I know I agreed to an open marriage, but maybe we could close it just a smidge."

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'Maybe it needs a little curb appeal.' mockup

'Maybe it needs a little curb appeal.'

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'We're a very exclusive private school. Your son will be our only student.'

'We're a very exclusive private school. Your son will be our only student.' mockup

'We're a very exclusive private school. Your son will be our only student.'

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'Why is Burl wearing a life vest, Joy?' mockup

'Why is Burl wearing a life vest, Joy?'

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Open Enrollment Gifts Collection

Open Enrollment Mugs

Explore our collection of fun and supportive mugs designed to brighten the busiest open enrollment days.

Open Enrollment Pillows

Find a comfy pillow to help unwind after open enrollment stress with a touch of humor or encouragement.

Open Enrollment Prints

Browse inspiring prints that capture the spirit of overcoming open enrollment challenges with a smile.

Open Enrollment T-Shirts

Check out our witty t-shirts perfect for making a statement during the open enrollment season.