Skip to content
  • Shop
    Shop
    • Trending
      Trending
      • Newest Arrivals
      • Best Sellers
      • Detroit Football Vibes
      • The Gourd Life Fall Drop
      • More Fall Vibes
      • Creep It Cute
      • Holiday Headbands
      • Plaid Pull
      • Naughty & Swears
      • Shop All Headbands
    • Headband Styles
      Headband Styles
      • Sassy Stretch
      • Top Knot Sassy
      • Sassy Wrap
      • Sassy Twist
      • Boho Buff
      • Baby Sass
      • Shop All Headbands
    • Shop by Collection
      Shop by Collection
      • Sassy Medical Collection
      • The Michigan Mitten
      • Book Club
      • Outdoorsy Maiden
      • Wild & Whimsical
      • Mommy & Me
      • Pride
      • Farmers Market
      • Random Ass Sass
      • Shop All Headbands
    • Shop by Pattern
      Shop by Pattern
      • Floral
      • Hobbies & Obsessions
      • Naughty & Swears
      • Occupations
      • Paisley
      • Plants & Animals
      • Solid Colors
      • Sports
      • Tie Dye
      • Western Prints
      • Shop All Headbands
    • More
      More
      • Gift Card
      • Clothes
      • Bundle Deals
      • Grab Bags
      • Scrunchie Packs
      • The Sassy Monthly Vibe Club
      • Stickers
  • Customize
    Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
  • Styling
    Styling
    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
  • Fabric
  • Contact
    Contact
    • Contact Us
    • Retailers Near You
    • Fundraising
    • Artist Collaborations
    • Become an Affiliate
  • About
    About
    • Reviews
    • Press
    • Blog
    • About Landria
    • About the Team
  • Wholesale
    Wholesale
    • Variety Picks
  • My Sassy
    My Sassy
    • My Account
    • My Rewards
    • My Subscriptions
Country/region
  • United States (USD $)
  • Åland Islands (EUR €)
  • Albania (ALL L)
  • Andorra (EUR €)
  • Austria (EUR €)
  • Belarus (USD $)
  • Belgium (EUR €)
  • Bosnia & Herzegovina (BAM КМ)
  • Bulgaria (BGN лв.)
  • Canada (CAD $)
  • Croatia (EUR €)
  • Czechia (CZK Kč)
  • Denmark (DKK kr.)
  • Estonia (EUR €)
  • Faroe Islands (DKK kr.)
  • Finland (EUR €)
  • France (EUR €)
  • Germany (EUR €)
  • Gibraltar (GBP £)
  • Greece (EUR €)
  • Guernsey (GBP £)
  • Hungary (HUF Ft)
  • Iceland (ISK kr)
  • Ireland (EUR €)
  • Isle of Man (GBP £)
  • Italy (EUR €)
  • Jersey (USD $)
  • Kosovo (EUR €)
  • Latvia (EUR €)
  • Liechtenstein (CHF CHF)
  • Lithuania (EUR €)
  • Luxembourg (EUR €)
  • Malta (EUR €)
  • Moldova (MDL L)
  • Monaco (EUR €)
  • Montenegro (EUR €)
  • Netherlands (EUR €)
  • North Macedonia (USD $)
  • Norway (USD $)
  • Poland (PLN zł)
  • Portugal (EUR €)
  • Romania (RON Lei)
  • Russia (USD $)
  • San Marino (EUR €)
  • Serbia (RSD РСД)
  • Slovakia (EUR €)
  • Slovenia (EUR €)
  • Spain (EUR €)
  • Svalbard & Jan Mayen (USD $)
  • Sweden (SEK kr)
  • Switzerland (CHF CHF)
  • Ukraine (UAH ₴)
  • United Kingdom (GBP £)
  • Vatican City (EUR €)
Log in
  • Facebook
  • Instagram
  • TikTok
  • YouTube
Country/region
  • United States (USD $)
  • Åland Islands (EUR €)
  • Albania (ALL L)
  • Andorra (EUR €)
  • Austria (EUR €)
  • Belarus (USD $)
  • Belgium (EUR €)
  • Bosnia & Herzegovina (BAM КМ)
  • Bulgaria (BGN лв.)
  • Canada (CAD $)
  • Croatia (EUR €)
  • Czechia (CZK Kč)
  • Denmark (DKK kr.)
  • Estonia (EUR €)
  • Faroe Islands (DKK kr.)
  • Finland (EUR €)
  • France (EUR €)
  • Germany (EUR €)
  • Gibraltar (GBP £)
  • Greece (EUR €)
  • Guernsey (GBP £)
  • Hungary (HUF Ft)
  • Iceland (ISK kr)
  • Ireland (EUR €)
  • Isle of Man (GBP £)
  • Italy (EUR €)
  • Jersey (USD $)
  • Kosovo (EUR €)
  • Latvia (EUR €)
  • Liechtenstein (CHF CHF)
  • Lithuania (EUR €)
  • Luxembourg (EUR €)
  • Malta (EUR €)
  • Moldova (MDL L)
  • Monaco (EUR €)
  • Montenegro (EUR €)
  • Netherlands (EUR €)
  • North Macedonia (USD $)
  • Norway (USD $)
  • Poland (PLN zł)
  • Portugal (EUR €)
  • Romania (RON Lei)
  • Russia (USD $)
  • San Marino (EUR €)
  • Serbia (RSD РСД)
  • Slovakia (EUR €)
  • Slovenia (EUR €)
  • Spain (EUR €)
  • Svalbard & Jan Mayen (USD $)
  • Sweden (SEK kr)
  • Switzerland (CHF CHF)
  • Ukraine (UAH ₴)
  • United Kingdom (GBP £)
  • Vatican City (EUR €)
The Sassy OliveThe Sassy Olive
  • Shop
    Trending
    • Newest Arrivals
    • Best Sellers
    • Detroit Football Vibes
    • The Gourd Life Fall Drop
    • More Fall Vibes
    • Creep It Cute
    • Holiday Headbands
    • Plaid Pull
    • Naughty & Swears
    • Shop All Headbands
    Headband Styles
    • Sassy Stretch
    • Top Knot Sassy
    • Sassy Wrap
    • Sassy Twist
    • Boho Buff
    • Baby Sass
    • Shop All Headbands
    Shop by Collection
    • Sassy Medical Collection
    • The Michigan Mitten
    • Book Club
    • Outdoorsy Maiden
    • Wild & Whimsical
    • Mommy & Me
    • Pride
    • Farmers Market
    • Random Ass Sass
    • Shop All Headbands
    Shop by Pattern
    • Floral
    • Hobbies & Obsessions
    • Naughty & Swears
    • Occupations
    • Paisley
    • Plants & Animals
    • Solid Colors
    • Sports
    • Tie Dye
    • Western Prints
    • Shop All Headbands
    More
    • Gift Card
    • Clothes
    • Bundle Deals
    • Grab Bags
    • Scrunchie Packs
    • The Sassy Monthly Vibe Club
    • Stickers
  • Customize
    • Personalize & Pet Face
    • Custom Headbands
    • Special Request Product
  • Styling
    • Stretch
    • Wrap
    • Top Knot
    • Twist
    • Short Hair
  • Fabric
  • Contact
    • Contact Us
    • Retailers Near You
    • Fundraising
    • Artist Collaborations
    • Become an Affiliate
  • About
    • Reviews
    • Press
    • Blog
    • About Landria
    • About the Team
  • Wholesale
    • Variety Picks
  • My Sassy
    • My Account
    • My Rewards
    • My Subscriptions
Log in
Cart
Access Denied
IMPORTANT! If you’re a store owner, please make sure you have Customer accounts enabled in your Store Admin, as you have customer based locks set up with EasyLockdown app. Enable Customer Accounts

Collection: Occupations

Headband Style Reset
Pattern Reset
Show more Show less
Color Reset
Show more Show less
Sort by

163 products
Filter and sort
Filter and sort

163 products

Headband Style
Clear
Pattern
Clear
Color
Clear
Clear
Clear all

163 products

  • Coffee Beans Stretch Headband - The Sassy Olive Coffee Beans Stretch - The Sassy Olive
    Coffee Beans Stretch Headband
    Coffee Beans Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Overeasy Stretch Headband - The Sassy Olive Overeasy Stretch Headband - The Sassy Olive
    Overeasy Stretch Headband
    Overeasy Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Tommy& Tommy&
    Tommy's Donuts Stretch Headband
    Tommy's Donuts Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Ranch on Pizza Stretch Headband - The Sassy Olive Ranch on Pizza Stretch Headband - The Sassy Olive
    Ranch on Pizza Stretch Headband
    Ranch on Pizza Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Special Delivery Stretch - The Sassy Olive Special Delivery Stretch - The Sassy Olive
    Special Delivery Stretch Headband
    Special Delivery Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Tractor Pull Stretch Headband - The Sassy Olive Tractor Pull Stretch Headband - The Sassy Olive
    Tractor Pull Stretch Headband
    Tractor Pull Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Pints Stretch Headband - The Sassy Olive Pints Stretch Headband - The Sassy Olive
    Pints Stretch Headband
    Pints Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Ok, Just One Glass Stretch Headband - The Sassy Olive Ok, Just One Glass Stretch Headband - The Sassy Olive
    Ok, Just One Glass Stretch Headband
    Ok, Just One Glass Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Goatin& Goatin&
    Goatin' Around Stretch Headband
    Goatin' Around Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Dill With It Stretch - The Sassy Olive Dill With It Stretch - The Sassy Olive
    Dill With It Stretch Headband
    Dill With It Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Golden Hops Stretch Headband - The Sassy Olive Golden Hops Stretch Headband - The Sassy Olive
    Golden Hops Stretch Headband
    Golden Hops Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
  • Got Milk Stretch Headband - The Sassy Olive Got Milk Stretch Headband - The Sassy Olive
    Dairy Cow Stretch Headband
    Dairy Cow Stretch Headband
    Regular price
    $15.00
    Regular price
    Sale price
    $15.00
    Add to cart
    Quick view
Show more
Invalid password
Enter

Hang With Us

  • Careers
  • Gift Cards
  • Craft Show Schedule
  • Book a Private Party
  • Allegan Events

Fine Print

  • Delivery & Returns
  • Points & Coupons Policy
  • Privacy Policy
  • Terms of Service

Wholesale

  • Wholesale Login
  • Wholesale Application
  • Wholesale FAQ

Get the Tea, be VIP

Be the first to know about new collections and exclusive offers, and get 10% off for signing up!

  • Facebook
  • Instagram
  • TikTok
  • YouTube
  • Follow us on social media!
© 2025, The Sassy Olive. All rights reserved.
  • Powered by Shopify
Country/region
  • United States (USD $)
  • Åland Islands (EUR €)
  • Albania (ALL L)
  • Andorra (EUR €)
  • Austria (EUR €)
  • Belarus (USD $)
  • Belgium (EUR €)
  • Bosnia & Herzegovina (BAM КМ)
  • Bulgaria (BGN лв.)
  • Canada (CAD $)
  • Croatia (EUR €)
  • Czechia (CZK Kč)
  • Denmark (DKK kr.)
  • Estonia (EUR €)
  • Faroe Islands (DKK kr.)
  • Finland (EUR €)
  • France (EUR €)
  • Germany (EUR €)
  • Gibraltar (GBP £)
  • Greece (EUR €)
  • Guernsey (GBP £)
  • Hungary (HUF Ft)
  • Iceland (ISK kr)
  • Ireland (EUR €)
  • Isle of Man (GBP £)
  • Italy (EUR €)
  • Jersey (USD $)
  • Kosovo (EUR €)
  • Latvia (EUR €)
  • Liechtenstein (CHF CHF)
  • Lithuania (EUR €)
  • Luxembourg (EUR €)
  • Malta (EUR €)
  • Moldova (MDL L)
  • Monaco (EUR €)
  • Montenegro (EUR €)
  • Netherlands (EUR €)
  • North Macedonia (USD $)
  • Norway (USD $)
  • Poland (PLN zł)
  • Portugal (EUR €)
  • Romania (RON Lei)
  • Russia (USD $)
  • San Marino (EUR €)
  • Serbia (RSD РСД)
  • Slovakia (EUR €)
  • Slovenia (EUR €)
  • Spain (EUR €)
  • Svalbard & Jan Mayen (USD $)
  • Sweden (SEK kr)
  • Switzerland (CHF CHF)
  • Ukraine (UAH ₴)
  • United Kingdom (GBP £)
  • Vatican City (EUR €)
Payment methods
  • Amazon
  • American Express
  • Apple Pay
  • Diners Club
  • Discover
  • Google Pay
  • JCB
  • Maestro
  • Mastercard
  • PayPal
  • Shop Pay
  • Union Pay
  • Visa
Home
Menu
Search
Shop

Cart
Account
  • Choosing a selection results in a full page refresh.