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Discover Brightside Video Channel
Why don’t women’s hats ever fit properly?

In this interview, we sit down with Allyson Mandelbaum, founder of Shady Lady, the brand redefining headwear by designing hats specifically for women — not scaling down men’s sizes.

Allyson launched Shady Lady after discovering that nearly all hats are made using measurements of a man’s head. The result? Hats that never quite look or feel right on women. Determined to fix the problem, she created a brand focused on fit, function, and fashion, offering women’s hats starting at $36 and matching kids’ hats for the popular “mommy and me” look.

Since launch, Shady Lady has:

Been picked up by Macy’s, Ron Jon Surf Shops, Amazon, and 50+ retailers nationwide

Appeared on must-have lists in Life & Style, Esquire, and InTouch

Been featured on How I Built This and Good Morning America

As the only company dedicated exclusively to hats made to fit women, Shady Lady is positioned to dominate a long-overlooked market.

🎩 Learn how Allyson turned a personal frustration into a nationally recognized brand — and what founders can learn about spotting hidden gaps in established industries.

🔗 Shop Shady Lady: https://shopshadylady.com

📸 Instagram: @shop_shadylady

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#shadyhats

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