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The Sassy OliveThe Sassy Olive
  • Shop
    Featured Collections
    • Newest Arrivals
    • Polka Dot Headband Collection
    • Social Justice Collection
    • St. Patrick’s Day Headbands
    • Best Sellers
    • Sassy Medical Collection
    • Retro & 60s Headbands
    • The Michigan Mitten
    • Book Club
    • Shop All Collections
    Shop by Type
    • Stretch Headbands
    • Top Knot Headbands
    • Wrap Headbands
    • Twist Headbands
    • Boho Buff
    • Slouchy Beanies
    • Benzie Caps
    • Scrunchie Packs
    • Baby Headbands
    • Shop All Headbands
    • Shop All Hats
    Shop by Pattern
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The Sassy Blog

The Sassy Olive Holiday Gift Guide 2025 - The Sassy Olive

The Sassy Olive Holiday Gift Guide 2025

December 10, 2025The Sassy Olive

A quick and cozy Holiday Gift Guide featuring our bestselling handmade headbands for teens, tweens, teachers, nurses, outdoorsy friends, and more.

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Headbands with Bangs - The Sassy Olive

Headbands with Bangs

September 28, 2025The Sassy Olive

Headbands with Bangs: Let’s Talk About ItBangs are cute. Headbands are cute. But wearing both at the same time? That takes a little finesse—and we’re here to spill the tea...

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Pride in Small Places: Celebrating Visibility and Community in Allegan, Michigan - The Sassy Olive

Pride in Small Places: Celebrating Visibility and Community in Allegan, Michigan

May 17, 2025The Sassy Olive

At The Sassy Olive, Pride Month is more than just a celebration—it’s a reflection of our commitment to inclusivity, visibility, and community support.In 2020, our founder, Landria Johnson, became the...

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The Sassy Olive’s Mother’s Day Gift Guide: Handmade Headbands for Every Mom - The Sassy Olive

The Sassy Olive’s Mother’s Day Gift Guide: Handmade Headbands for Every Mom

May 07, 2025The Sassy Olive

Mother’s Day is just around the corner, and if you’re still searching for the perfect gift — don’t panic. Whether you’re shopping for your mom, your bonus mom, your plant-loving...

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The Canary Tales: Lack Studios x The Sassy Olive - The Sassy Olive

The Canary Tales: Lack Studios x The Sassy Olive

April 16, 2025The Sassy Olive

A collaboration between Vivianne’s whimsical pattern design and The Sassy Olive’s handmade headband expertise. From her sketchpad to your head—these prints, inspired by her travels through the Canary Islands and...

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How to Be a Hottie: The Sassy Olive x Vintage Show Pony Collaboration - The Sassy Olive

How to Be a Hottie: The Sassy Olive x Vintage Show Pony Collaboration

February 28, 2025The Sassy Olive

When a collaboration just makes sense, you can feel it—and this one is pure magic. For The Sassy Olive, partnering with Jonny from Vintage Show Pony was a dream come...

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The Button Band – The Headband That Works As Hard As You Do - The Sassy Olive

The Button Band – The Headband That Works As Hard As You Do

February 21, 2025Nellie Wemus

What is a Button Band?If you wear a mask all day, you know the struggle—ear pain, discomfort, and irritation from straps pulling at your ears. That’s where the Button Band...

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60s Headbands: Timeless Retro Fashion Making a Comeback - The Sassy Olive

60s Headbands: Timeless Retro Fashion Making a Comeback

February 10, 2025The Sassy Olive

The 60s called, and they want their headbands back—but we’re keeping them! From Brigitte Bardot’s iconic bouffant bands to the free-spirited hippie styles of Woodstock, 60s headbands are making a...

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Stuff-a-Bag: The Sale You’ve Been Waiting For! - The Sassy Olive

Stuff-a-Bag: The Sale You’ve Been Waiting For!

December 19, 2024The Sassy Olive

Grab your calendar, set your alarms, and tell your friends—it’s time for the Annual Stuff-a-Bag Sale! Whether you’re a seasoned bag-stuffing pro or a newbie ready to dive into the...

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How to Wear Headbands with Short Hair: The Ultimate Styling Guide - The Sassy Olive

How to Wear Headbands with Short Hair: The Ultimate Styling Guide

July 22, 2024The Sassy Olive

We know the struggle is real when it comes to finding the perfect accessory for short hair. But guess what? Headbands are the ultimate game-changer! Whether you’re rocking a pixie...

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Zero Fabric Waste - The Sassy Olive

Zero Fabric Waste

July 13, 2023The Sassy Olive

At The Sassy Olive, we take fabric waste seriously –meaning we produce ZERO! All of our fabric scraps are either utilized for product, donated, or sent to ReTold to be...

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Sassy Stretch - The Sassy Olive

Sassy Stretch

April 30, 2022The Sassy Olive

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