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The Sassy OliveThe Sassy Olive
  • Shop
    Featured Collections
    • Newest Arrivals
    • Polka Dot Headband Collection
    • Support Animal Shelter Collection
    • Social Justice Collection
    • Featured Artist: Lain Leo
    • Valentine’s Day Headbands
    • 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
    • Scrunchie Packs
    • Baby Headbands
    • Shop All Headbands
    • Shop All Hats
    Shop by Pattern
    • Floral
    • Hobbies & Obsessions
    • Naughty & Swears
    • Occupations
    • Paisley
    • Solid Colors
    • Sports
    • Tie Dye
    • Western Prints
    • Shop All Products
    Special Offers
    • The Sassy Olive "Style Me" Box
    • Grab Bags
    • Bundle Deals
    • Gift Card
    • Shop All Products
  • Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
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    • Twist
    • Short Hair
    • Headbands with Bangs
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Artist Collaborations & Fabric Designers

We believe original art deserves original credit. Every pattern featured on this page was created by a real human artist and thoughtfully transformed into fabric designs for our handmade headbands. These collaborations celebrate creativity, craftsmanship, and the people behind the art—because design should always have a name attached to it.


Lain- Cloud KBD

Lain is an artist from Grand Rapids, Michigan who enjoys highlighting all parts of the natural world with their artwork. They use bright, vibrant colors to showcase everything from bugs to fungus to bones. Lain is both a digital artist and a traditional acrylic painter, and often paints on wood that is locally sourced from their hometown.

Additionally, Lain loves to translate their artwork into a variety of merchandise. They love designing shirts, bags, pins, and patches. Lain is also a muralist and has created artwork in partnership with the Grand Rapids Trans Foundation, the Discovery Wildlife School, Grand Rapids Zone Fest, and more.

You can find more of Lain’s work on their website (CloudKBD.com) or on their Instagram (@CloudKBD_art).

Artist Links: Cloud KBD · Website 🌐 · Instagram 📸

  • Possums by CloudKBD Stretch Headband - The Sassy Olive
    Possums by CloudKBD Stretch Headband
    Possums by CloudKBD Stretch Headband
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  • Raccoons by CloudKBD Stretch Headband - The Sassy Olive
    Raccoons by CloudKBD Stretch Headband
    Raccoons by CloudKBD Stretch Headband
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  • Cats by CloudKBD Stretch Headband - The Sassy Olive
    Cats by CloudKBD Stretch Headband
    Cats by CloudKBD Stretch Headband
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  • Cats by CloudKBD Slouchy Beanie - The Sassy Olive
    Cats by CloudKBD Slouchy Beanie
    Cats by CloudKBD Slouchy Beanie
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  • Possums by CloudKBD Slouchy Beanie - The Sassy Olive
    Possums by CloudKBD Slouchy Beanie
    Possums by CloudKBD Slouchy Beanie
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  • Raccoons by CloudKBD Slouchy Beanie - The Sassy Olive
    Raccoons by CloudKBD Slouchy Beanie
    Raccoons by CloudKBD Slouchy Beanie
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  • Mushrooms by CloudKBD Stretch Headband
    Mushrooms by CloudKBD Stretch Headband
    Mushrooms by CloudKBD Stretch Headband
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  • Mushrooms by CloudKBD Slouchy Beanie - The Sassy Olive
    Mushrooms by CloudKBD Slouchy Beanie
    Mushrooms by CloudKBD Slouchy Beanie
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Person posing in front of a colorful mural of flowers and mandalas.

Landria- The Sassy Olive

Landria’s artwork is the heart of The Sassy Olive, known for its playful shapes, expressive linework, and a style that feels both hand-drawn and full of personality. She creates every pattern on her iPad, turning simple subjects like forest mushrooms, farm animals, pinecones, and beloved pets into illustrations that feel warm, modern, and unmistakably hers.

As founder and in-house artist, she brings a clear creative vision to the brand, helping set the tone for new collections while collaborating with our team and mentoring other up-and-coming designers.

  • Y2K Confetti Polka Dot Baby Headband
    Y2K Confetti Polka Dot Baby Headband
    Y2K Confetti Polka Dot Baby Headband
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    $15.00
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  • Y2K Confetti Polka Dot Top Knot Headband
    Y2K Confetti Polka Dot Top Knot Headband
    Y2K Confetti Polka Dot Top Knot Headband
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  • Y2K Confetti Polka Dot Stretch Headband
    Y2K Confetti Polka Dot Stretch Headband
    Y2K Confetti Polka Dot Stretch Headband
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    $15.00
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  • Y2K Blue & Brown Polka Dot Baby Headband
    Y2K Blue & Brown Polka Dot Baby Headband
    Y2K Blue & Brown Polka Dot Baby Headband
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    $15.00
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  • Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
    Y2K Blue & Brown Polka Dot Top Knot Headband
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    $15.00
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  • Y2K Blue & Brown Polka Dot Stretch Headband
    Y2K Blue & Brown Polka Dot Stretch Headband
    Y2K Blue & Brown Polka Dot Stretch Headband
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    $15.00
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  • Vintage Cream Polka Dot Baby Headband
    Vintage Cream Polka Dot Baby Headband
    Vintage Cream Polka Dot Baby Headband
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    $15.00
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  • Vintage Cream Polka Dot Top Knot Headband
    Vintage Cream Polka Dot Top Knot Headband
    Vintage Cream Polka Dot Top Knot Headband
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    $15.00
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Person with tattoos tending to plants in a greenhouse.

Lacey- Eccentric Garden

Inspired by plants, texture, and the natural rhythm of growing things, Lacey’s designs reflect her background as an artist and plant shop owner. Her patterns are rooted in nature, layered, intentional, and quietly bold, bringing the feeling of an art-centric garden into wearable form.

Artist Links: Eccentric Garden · Website 🌐 · Instagram 📸

  • Butterflies Stretch Headband - The Sassy Olive
    Butterflies Stretch Headband
    Butterflies Stretch Headband
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    $15.00
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  • Bees & Sunflowers Stretch Headband - The Sassy Olive
    Bees & Sunflowers Stretch Headband
    Bees & Sunflowers Stretch Headband
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    $15.00
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  • Moth Skull Stretch Headband - The Sassy Olive
    Moth Skull Stretch Headband
    Moth Skull Stretch Headband
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    $15.00
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  • Beetles Stretch Headband - The Sassy Olive
    Beetles Stretch Headband
    Beetles Stretch Headband
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Why Artist-Designed Matters

In a world of shortcuts and automation, we choose collaboration. Partnering with real artists ensures ethical design practices, supports creative livelihoods, and results in products with depth, originality, and soul. When you wear one of these headbands, you’re wearing art—with intention and attribution.

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