Skip to Content

The Well Dressed Life Wardrobe Challenge Fall 2021

The Well Dressed Life Wardrobe Challenge Fall 2021

The Well Dressed Life Wardrobe Challenge 2021

 Our FREE Four Week Wardrobe Challenge starts on Friday, September 3rd.

The Well Dressed Life Wardrobe Challenge is truly the cornerstone of this site, creating a community of lovely women from all walks and in all seasons of life, bonded together by our love of classic style and our desire to look and feel our best. 

 Our FREE Four Week Wardrobe Challenge starts on Friday, September 3rd.

The challenge is based entirely on the process I used to help my styling clients.

I break it down into a series of activities designed to help you:

(1) define your personal style,

(2) edit and organize your wardrobe, and

(3) begin to build a wardrobe of clothes you love.

This can be your first or your tenth time participating; it doesn’t matter. Each time you complete this process, you’ll have made a discovery and gain further clarity around your style. AND, you’ll force yourself to tidy up your closet 🙂 

But don’t take my word for it, see what some of our participants have said of their experience, taken directly from our Private Facebook Group:

Praise for The Well Dressed Life Wardrobe Challenge:

The Well Dressed Life Wardrobe Challenge

How GREAT Does that Sound?

If you follow the process, by the end of the four weeks, you will:

  • Clearly understand your personal style. 
  • Have a well-organized closet.
  • Know precisely what you need to create new outfits.
  • Receive TONS of personalized support in our Private Facebook Group.

Ready to get started? 

Here’s How it Works:

The challenge starts on Friday, September 3rd, and lasts for four weeks. 

Every Friday, a new set of challenges will be posted right here, on The Well Dressed Life, and in our Private Facebook group. Within the post, you will find two style challenges to be completed before the next week. 

Each week, we focus on a specific goal: 

Week 1: Define Your Personal Style 

Week 2: Edit Your Wardrobe

Week 3: Get Organized

Week 4: Create New Outfits and Your Shopping List 

We move fast on purpose. It keeps you engage and helps you make decisions quickly.

PLUS – Every Friday during the challenge at 3pm EST I host a Facebook LIVE to go over each weeks challenge, give advice and personally answer your questions. 

What You’ll Need

1. A Clothing RackI use this under $50 one from Amazon

2. Slim Hangers: You may also consider picking up some new hangers, so you have them on hand when we start to clean up your closet. I recommend these flocked slim hangers are my favorite.

3. Sign up for our email. If you receive an email from The Well Dressed Life in your inbox every day, you’re all set. To get on the list, fill out this form here

4. Join our Private Facebook Group: For even more support, join our private Facebook group and answer the three membership questions for fast approval. You can also follow along for extra inspiration on Instagram

And remember, if you’ve already participated, do it again! You’ll be AMAZED by how much you learn each time. Many readers do it religiously every season!

A Little About Me (In Case You’re New!)

Under $20 Holiday Ready Sweater

For the past 20 years, I’ve helped women get dressed for their real life, first as a retail buyer, then a personal stylist, and now as the founder of The Well Dressed Life

After graduating from college with a degree in Marketing, I started my retail career as a women’s clothing buyer for large chains and private boutiques. Before I started my first company, I was a buyer for the home-shopping powerhouse, QVC.

In 2007 I left that position to start Kristel Closets, Inc., an image consulting and private styling firm that operated three offices on the East Coast in Philadelphia, Northern New Jersey, and Washington, D.C.

Our company quickly became a leader in the industry, serving busy women who wanted to look and feel their best.

While our clients wanted to look modern, classic and pulled together, they didn’t have the time or energy to do it themselves.

That’s where we stepped in.

I’ve personally helped thousands of women navigate the often overwhelming world of fashion and retail, working with all body types and budgets.

A few years ago, I stepped away from our 1:1 services to focus on building our online business. 

Today, running The Well Dressed Life is my full-time job, providing expert advice, recommendations, and insights in our daily posts and through these challenges.

I use my experience as a former buyer, personal stylist, and busy modern woman and mom of three to frame all of our content.

The Well Dressed Life Wardrobe Challenge Starts Friday, September 3rd.

The Well Dressed Life Wardrobe Challenge

It’s About You

I encourage you to use the next four weeks to focus on YOU. Dive right in, ask questions, and get to know your fellow participates, who you’ll quickly discover are the friendliest and most supportive group of women. 

This challenge aims to give you a clear understanding of what you like and what will work for you so getting dressed becomes an expression of who you are and not a chore. 

This challenge is for all women with all body types and budgets who appreciate modern, classic style and want a guide to get them there.  

All I ask is that if you enjoy our content, please share it with your friends! 

So, who is in? 



The Well Dressed Life Wardrobe Challenge Fall 2021

This site uses Akismet to reduce spam. Learn how your comment data is processed.


Tuesday 17th of August 2021

Apparently I take a long time to prepare: bought the clothing rack and hangars at the beginning of the LAST wardrobe challenge. And now... I'm ready! :)


Monday 16th of August 2021

Soooo excited!! This ill be my third time but every time I do it I find out more about my style and how to put my outfits together!! My closet is all ready for Fall/winter 2021/2022!!

Megan Kristel

Tuesday 17th of August 2021

Yay! Love this this - can't wait for it to start.

Jamie Godlewski

Friday 26th of February 2021

Can’t wait!! I have been following the wardrobe challenge for 3 years now. This past January 2021 I committed myself and followed through. My wardrobe is beautiful now! I love it! I broke it up into two sections fall/ winter & spring/summer. I worked only on the fall/winter clothes. I am ready to dig into the spring/summer clothes. Thank you for all you do!

Donna Taft

Friday 26th of February 2021

I’ve done the challenge before but plan on doing it again . The trouble I have with my laid back , casual , retired from work wardrobe , is finding things to wear for special occasions, like weddings , baby showers , bridal showers and funerals . I feel like what I wear to these occasions is always on repeat . I also do not like investing a lot of money for this category because I don’t wear those outfits often . Looking forward to your next challenge .

Joanne Hudson

Saturday 19th of September 2020

This is my first challenge. I'm a new subscriber & I'm just finding my way around your blog.

This site uses Akismet to reduce spam. Learn how your comment data is processed.