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The Well Dressed Life Wardrobe Challenge Fall 2022!

The Well Dressed Life Wardrobe Challenge Fall 2022!

The Well Dressed Life Wardrobe Challenge is the cornerstone of our community.

This free, four-week-long event is designed to help you define your style, edit your wardrobe and get ready for the new season. 

We’re in our fifth year, and women of every age, budget, and lifestyle participate.

There is no fee, and it’s a fantastic opportunity to prepare for the new season.

To participate, all you have to do is follow along, starting Friday, September 2nd.

The Wardrobe Challenge is a free, weekly set of challenges shared in our Friday posts to help clean out and set up your wardrobe for the new season.

I host this three times a year in January, April and September. I encourage newer readers to participate, however, most long-time readers participate every season for a much needed reset. 🙂

The Well Dressed Life Wardrobe Challenge 2022

This FALL Our FREE Four Week Wardrobe Challenge starts on Friday, September 2nd.

The challenge is based entirely on the system I created when I worked with private styling clients. 

I break each week 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 the process, you’ll have made a new 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 what you need to create new outfits.
  • Receive TONS of personalized support in our Private Facebook Group.

Here’s How it Works:

The challenge starts on Friday, September 2nd. 

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 11am EST I host a Facebook LIVE to go over each weeks challenge, give advice and personally answer your questions. 



Here’s What you Need: 

1. A Clothing Rack: I 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. Be sure Your On Our Email List. If you receive an email from The Well Dressed Life in your inbox every day, you’re all set. If not, fill out this form here

4. Join our community: For even more support, join our private Facebook group and answer the 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. 

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

For the past 20+ years, I’ve helped women get dressed for their real life, first as a retail buyer, then as 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 starting 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 my team and I 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 mom of three to frame all of our content. 

I like to keep it real, practical, fun, stylish, and kind. 

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 participants, who you’ll quickly discover are the friendliest and most supportive group of women. 

The challenge aims to give you a clear understanding of what you like and what will work for you so that 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. 

Why is it Free?

I get asked this all the time.

This challenge always has and will always be free.

Because I enjoy it, the challenge has allowed me to understand and connect with our community at a deeper level. And our conversations help fuel our daily content.

I ask that if you enjoy our site and find the challenge valuable, please share it with your friends! 

It’s that simple.

So, who is in? 

The Well Dressed Life Wardrobe Challenge Fall 2022!

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Barbara Watts

Sunday 28th of August 2022

I am in!


Saturday 20th of August 2022

66 yes old looking for a comfortable wardrobe for every day style have no idea what's my style thanks


Saturday 20th of August 2022

I just signed up for The Well Dressed Life and am looking forward to the September Challenge! I’m short & curvy and have been told not to wear certain things (double breasted jackets, capris, oversized shirts) Does the challenge/program offer options for different body types? I wish I looked good in everything but it’s tough to imagine that every item of clothing will look good on every body type.


Thursday 18th of August 2022

Looking for ideas for a petite grandma who is told looks younger than I really am. Looking forward to the classes.


Thursday 18th of August 2022

I'm interested to see what this is all about and define my personal style! See you all on the 2nd of September!

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