Not to be dramatic, but everything's up to 40% off ends soon

Anti Optimism Hats

40 items

40 items

Item preview, no such thing as an ethical billionaire designed and sold by Maybe it will be okay.

no such thing as an ethical billionaire Dad Hat

Maybe it will be okay

~~$25.19~~ (15% off)

Item preview, maybe it will be okay designed and sold by Maybe it will be okay.

maybe it will be okay Bucket Hat

Maybe it will be okay

~~$26.94~~ (15% off)

Item preview, climate change :) designed and sold by Maybe it will be okay.

climate change :) Bucket Hat

Maybe it will be okay

~~$26.94~~ (15% off)

Item preview, Resist Optimism designed and sold by DontGiveaShirt.

Resist Optimism Baseball Cap

~~$25.19~~ (20% off)

Item preview, ANTI-SKEPTICS! designed and sold by francoisville.

ANTI-SKEPTICS! Dad Hat

~~$25.19~~ (15% off)

Item preview, Born to Be Real Not Perfect designed and sold by Lelijo.

Born to Be Real Not Perfect Bucket Hat

~~$26.94~~ (15% off)

Item preview, Love and Peace Cloud Aesthetic Circle designed and sold by InanimateArt.

Love and Peace Cloud Aesthetic Circle Baseball Cap

~~$23.09~~ (20% off)

Item preview, Today I choose peace - a groovy positive art qoute designed and sold by adesignworld.

Today I choose peace - a groovy positive art qoute Bucket Hat

~~$29.19~~ (15% off)

Item preview, Meow designed and sold by Fire TheMann.

~~$25.19~~ (15% off)

Item preview, Anti-inspirational Throw Pillow designed and sold by kierkegaard.

Anti-inspirational Throw Pillow Baseball Cap

~~$25.19~~ (20% off)

Item preview, Wavy Groovy Born to Be Real Not Perfect designed and sold by Lelijo.

Wavy Groovy Born to Be Real Not Perfect Baseball Cap

~~$23.09~~ (20% off)

Item preview, May Contain Traces of Yesterday's Optimism Humorous Sign designed and sold by SamSupershirt.

May Contain Traces of Yesterday's Optimism Humorous Sign Baseball Cap

~~$21.62~~ (20% off)

Item preview, Anti-Toxic Positivity designed and sold by StudioTina.

Anti-Toxic Positivity Dad Hat

~~$25.19~~ (15% off)

Item preview, Always Be Kind Positive Kindness Message designed and sold by RetroMini2026.

Always Be Kind Positive Kindness Message Bucket Hat

~~$35.92~~ (15% off)

Item preview, Unromantic Journey Celebrating Solo Life designed and sold by Lelijo.

Unromantic Journey Celebrating Solo Life Bucket Hat

~~$26.94~~ (15% off)

Item preview, Anti Love Manifesto Solo And Loving It designed and sold by Lelijo.

Anti Love Manifesto Solo And Loving It Baseball Cap

~~$23.09~~ (20% off)

Item preview, Hang In There It Gets Worse Sarcastic Humor Cynical Pessimist Quote designed and sold by RetroMini2026.

Hang In There It Gets Worse Sarcastic Humor Cynical Pessimist Quote Dad Hat

~~$33.58~~ (15% off)

Item preview, Make Burgers Not Bombs Burger Peace Graphic designed and sold by Tabu Touch.

Make Burgers Not Bombs Burger Peace Graphic Dad Hat

~~$23.09~~ (15% off)

Item preview, The future will be antifascist designed and sold by remerasnerdas.

The future will be antifascist Bucket Hat

~~$26.94~~ (15% off)

Item preview, Be kind designed and sold by Kingrocker.

Be kind Bucket Hat

~~$26.94~~ (15% off)

Item preview, Optimism? Never Heard Of It – Broken Smiley Dark Humor designed and sold by WeranovDesign.

Optimism? Never Heard Of It – Broken Smiley Dark Humor Bucket Hat

~~$26.94~~ (15% off)

Item preview, Immediately no Sarcastic Saying Nope designed and sold by Slwankol.

Immediately no Sarcastic Saying Nope Dad Hat

~~$25.19~~ (15% off)

Item preview, Remain optimistic. Political resignation. designed and sold by VariousGoodies.

Remain optimistic. Political resignation. Bucket Hat

~~$27.50~~ (15% off)

Item preview, Kindness Is My Super Power Inspirational Motivational Empathetic Values designed and sold by SofiBlair.

Kindness Is My Super Power Inspirational Motivational Empathetic Values Bucket Hat

~~$26.94~~ (15% off)

Item preview, Optimism Out of Stock designed and sold by BUTTER7FLY.

Optimism Out of Stock Dad Hat

~~$23.72~~ (15% off)

Item preview, No Toxic Positivity Free Zone Sarcastic Office Humor designed and sold by Mega-Shopping.

No Toxic Positivity Free Zone Sarcastic Office Humor Bucket Hat

~~$26.94~~ (15% off)

Item preview, Not Praying for Good Things Anymore Just Make the Bad Stuff Stop | Snarky Dystopian Humor designed and sold by Ignorant-Artist.

Not Praying for Good Things Anymore Just Make the Bad Stuff Stop | Snarky Dystopian Humor Dad Hat

Ignorant-Artist

~~$25.19~~ (15% off)

Item preview, Hang In There It Gets Worse Dark Humor Sarcasm Skeleton Pessimist designed and sold by HumansStuck12.

Hang In There It Gets Worse Dark Humor Sarcasm Skeleton Pessimist Baseball Cap

~~$31.49~~ (20% off)

Item preview, Hope Was a Mistake – Gothic Skull Dark Humor Nihilism Macabre Horror Occult Design designed and sold by Alchemy Forge.

Hope Was a Mistake – Gothic Skull Dark Humor Nihilism Macabre Horror Occult Design Dad Hat

~~$25.19~~ (15% off)

Item preview, America’s Potential Not Polarisation Patriotic Art designed and sold by elynne9.

America’s Potential Not Polarisation Patriotic Art Baseball Cap

~~$25.19~~ (20% off)

Item preview, Life Is Okay (I Suppose): A Quiet Downgrade in Gray designed and sold by Ignorant-Artist.

Life Is Okay (I Suppose): A Quiet Downgrade in Gray Dad Hat

Ignorant-Artist

~~$25.19~~ (15% off)

Item preview, Good Enough is the new Amazing designed and sold by Elias Kamstra.

Good Enough is the new Amazing Baseball Cap

~~$25.19~~ (20% off)

Item preview, Good enough is the new amazing designed and sold by Elias Kamstra.

Good enough is the new amazing Bucket Hat

~~$26.94~~ (15% off)

Item preview, "Have a Scribbly Day" – Playful Imperfection Design designed and sold by Soujji-Designs.

"Have a Scribbly Day" – Playful Imperfection Design Bucket Hat

~~$26.94~~ (15% off)

Item preview, Good Vibes...Sometimes designed and sold by Bratty Inner Child.

Good Vibes...Sometimes Baseball Cap

Bratty Inner Child

~~$23.09~~ (20% off)

Item preview, Peaceful World Retro Space Question designed and sold by Oniyasha.

Peaceful World Retro Space Question Baseball Cap

~~$29.39~~ (20% off)

Item preview, Dizzy Skeleton - Hang In There - It Gets Worse designed and sold by GlobalOrigenes.

Dizzy Skeleton - Hang In There - It Gets Worse Bucket Hat

~~$34.80~~ (15% off)

Item preview, Destroy to Survive designed and sold by NickTaroDesign.

Destroy to Survive Bucket Hat

~~$26.72~~ (15% off)

Item preview, Chill It’s Only Chaos Bold Contrast Quote designed and sold by Victor Shadehorn.

Chill It’s Only Chaos Bold Contrast Quote Bucket Hat

Victor Shadehorn

~~$26.94~~ (15% off)

Item preview, Hammer and Sickle Yellow | Sunlit Socialist Design for Stickers, Shirts & Hats | Revolutionary Optimism Art | Proletariat Pride Gear & Anti-Capitalist Apparel designed and sold by RevolutionToday.

Hammer and Sickle Yellow | Sunlit Socialist Design for Stickers, Shirts & Hats | Revolutionary Optimism Art | Proletariat Pride Gear & Anti-Capitalist Apparel Bucket Hat

RevolutionToday

~~$26.94~~ (15% off)

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