Autumn Anchor Challenge

Autumn Anchor Challenge

Secure your fall wardrobe with one timeless piece.

 

READY TO SEE WHAT A SINGLE PIECE CAN DO THIS FALL?

This autumn, we’re inviting you to rethink how little you actually need—and how stylish you can be in doing more with less. Celebrate the season of cozy layers and changing colors by choosing one skirt or one pair of pants to wear every day for seven days straight. Think of it as a wardrobe anchor that grounds your style and inspires creativity.

Our wardrobes don’t need to be cramped to be stylish. When you embrace simplicity, you free your mind -and your closet- for more intention, more ease, and more style that truly feels like you.

 

WHAT IS THE AUTUMN ANCHOR CHALLENGE?

Grab your chosen foundational piece and wear it in a fresh, inspired way each day for a week. Whether paired with layers, boots, chunky scarves, or cozy knits, see just how versatile one anchor item can be.

 

HOW TO PARTICIPATE

  1. Sign up to participate in the form below.

  2. Choose your favorite wool& bottoms, either skirt or pants, that feels fall-ready and timeless. (Note: Summit/Roam leggings and jumpsuits are not eligible for this challenge.)

  3. Wear that piece every day for seven consecutive days between September 22, 2025 and October 31, 2025.

  4. Take a daily photo.

  5. Tag us during your challenge on social media so we can follow along (if you’d like): @wool.and, #woolandAnchorChallenge. We love to watch you all challenge yourselves!

  6. When you’re done, submit your seven photos and a short reflection to our challenge submission form: HERE.

    • Tell us which piece you picked and why.

    • Share your biggest insight or favorite styling experiment.

  7. Once confirmed, you’ll receive a $15 wool& gift card to spend on your next favorite piece.

WHY TAKE ON THE CHALLENGE?

  • Discover how versatile your wardrobe staples can truly be.

  • Learn how to spend less time overthinking outfits, and more time feeling intentional.

  • Break free from the “spotlight effect”: most people aren’t looking at what you’re wearing nearly as much as you think they are.

  • Reduce your fashion footprint by proving that minimal wardrobe equals maximum purpose.

  • Earn a $15 gift card reward for your mindful styling journey.

JUST A FEW DETAILS

  • Any wool& skirts or pants are eligible—including past purchases, secondhand, or challenge rewards. (Note: for challenge purposes, our Summit and Roam leggings as well as jumpsuits are not considered eligible pants/trousers. Wool&Prince items are not eligible.) View our current collection of eligible items HERE.

  • You don’t need to pair your eligible item with other wool& items—just focus on your anchor piece.

  • The challenge is designed to be fun, not stressful; enjoy the creativity and the fall season.

  • Challenge window: September 22, 2025 through October 31, 2025. Photo submissions are accepted until November 10, 2025.

  • One entry per person.

  • Sharing in our community group is encouraged for inspiration—but not required for entry. Posts in our group are not considered challenge submissions.

  • You’re welcome to take part alongside your 100 Day challenge. If you are in the midst of a 30 day challenge, please complete that challenge before beginning your Autumn Anchor Challenge.


    Sign up today!