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Why One Hoodie Is Offending Four Generations at Work

Posted by The Boingo Graphics Team on Dec 12, 2025 10:56:16 AM

Let’s talk about the swag gap — the widening generational canyon where branded corporate apparel goes to be misunderstood, misused, and occasionally tie-dyed by accident. If your company has ever handed out swag and watched different age groups react like you just distributed rare artifacts, warm breadsticks, and radioactive waste all at once… this one’s for you.

Baby Boomers: “Is This Washer Safe?”

Boomers treat branded apparel like it’s museum-grade merch. If you give them a hoodie, they will:

  • Fold it.

  • Store it.

  • Cherish it.

  • Wear it once a year, indoors, preferably in a temperature-controlled environment.

They will also ask if it’s “machine washable,” even though they absolutely know it is. Part of the ritual.

Boomers love a tasteful logo the size of a postage stamp. Anything larger? “Too loud.” (Ironically said by a generation that lived through disco.)

multi generational employees wearing brightly colored hoodies and jackets-1

Gen X: “Is There a Black Version?”

The most practical generation wants swag that:

  • Fits.

  • Works.

  • Doesn’t make them look like they’re promoting a youth ministry.

Gen X wants three things from corporate apparel: no glitter, no neon, and no “fun.” They will politely request black, wear the shirt forever, and never once post about it online.

They also treat quarter-zips like emotional-support clothing. Don’t question it. Just print more.

Millennials: “Is This Sustainable, Ethically Sourced, and Available in Heather?”

Millennials need the story behind the swag. If the pullover wasn’t hand-knit by solar-powered alpacas who receive full dental, they’ll smile… but you’ll feel the judgment.

They want:

  • Premium fabrics

  • Trendy cuts

  • A heathered color

  • Or a vintage color

  • Or a color that looks like it was washed in the tears of a sad indie musician

They’ll wear it a LOT — because it’s comfy — but also because they haven’t bought real clothes in three years due to inflation.

Gen Z: “I Love It. I Hate It. I Need It Cropped.”

Gen Z evaluates swag on a vibe scale:

  • 10/10: “Fire.”

  • 7/10: “Mid.”

  • 0/10: “Corporate energy. Do better.”

They want oversized, undersized, hyper-ironic, minimalist, maximalist, vintage, futuristic, and somehow all of that at once.

Give them a classic embroidered logo?
They’ll crop it.
Give them a crop top?
They’ll oversized it.
Give them a hoodie?
They’ll thrift a different hoodie and claim it’s more authentic.

But if they do like your swag? Congratulations. You’ve gone viral on TikTok, and someone is reselling your quarter-zip for $112.

Gen Alpha: “Where’s My Hoodie?”

These kids are still in school but already expecting branded apparel like it’s part of basic human rights. They will absolutely raid a parent’s closet for a corporate hoodie and make it look cooler than anything the company ever intended.

If your brand has a mascot, cartoon character, or even one vaguely cute logo?
Alpha will steal it.
Mercilessly.

So What Do We Do About the Swag Gap?

Simple.

Stop guessing. Start printing… everything.

Classic polos for Boomers.
All-black everything for Gen X.
Soft-touch eco-fabric with a purpose-driven backstory for Millennials.
Chaotic limited-edition drops for Gen Z.
Youth sizes for Gen Alpha, because they’re coming whether you like it or not.

And if you need help bridging this stylish generational canyon?

Boingo Graphics. We speak fluent Swag.

We’ll help you outfit your entire workforce so no one feels left out, and everyone feels seen — even if that means printing the same logo in five sizes, three vibes, two fabric weights, and one special Gen-Z-approved “retro-ironic corporate hoodie drop.”

Because in the end, swag isn’t just apparel.
It’s identity.
It’s culture.
It’s branding.
It’s chaos.

And we print chaos beautifully.

Topics: Marketing, Promo products, Apparel

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