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The Well Dressed Life Wardrobe Challenge January 2023!

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 organize your closet. 

We’re in our sixth year, and women of every age, with every budget, in all seasons of life participate.

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

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

And in my opinion, there is no better time than the beginning of the year to get started. 

This January Our FREE Four Week Wardrobe Challenge starts on Friday, January 6th.

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 closet, and

(3) begin to build a wardrobe 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, January 6th

Every Friday, at 2pm 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 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 Write 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. 

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 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, I provide my expert advice, recommendations, and insights in our daily posts and through these challenges here on The Well Dressed Life. 

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 on the internet.

Our 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 always will be free.

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

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

So, who is in? 


Related Posts

 Join Megan Kristel for a comprehensive, 3 hour long, LIVE Virtual Workshop sharing personal style and shopping tips for women over 40 on March 31, 2023.


Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

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Maria Buhl

Friday 28th of February 2020

Do you have links to any of the clothes picture for March Style challenge? I’m in love with the blazer

Karen flores

Friday 28th of February 2020

I participated in January, very refreshing, loved it. I turn 60 this year but don’t feel or think I look my age, I’m a business owner, and a very active person, your posts, suggestions are very helpful to getting my style with comfort. I’ve even purchased a few items and I got to tell you originally I was skeptical but loved what I got and wear them often interchangeable with my current wardrobe. Thank you


Friday 28th of February 2020

This will be my first time doing the challenge. I am really excited to get started. I feel as though I connect with you and your style very well, as I too am a mom of 3, although I’m in my 50’s, my oldest is 18 and my youngest is 13! I recently re entered the working world in a business casual office setting, I love classic style dressing and would love to learn more about finding what works fir me to look polished, stylish and put together both at work and at play. Thank you for all you do for us ladies who need your professional advice!

Diana K

Friday 28th of February 2020

This will be my first time.


Friday 28th of February 2020

Hi looking forward to my first challenge!

Beth Crawford

Friday 28th of February 2020

I am excited to start this journey. I am a young 68 year old, 5’6” at 170 pounds. I am in the process of losing weight (of course) so I’m looking for a new game plan with my outfits. I prefer classic styles but will add a little twist to make it me. Thank you for all the great information, I am so glad I found you !


Friday 28th of February 2020

First time and I am looking forward to it. I think I know my personal style but I am sure I could improve based on what doesn’t get worn but takes up space in my closet


Friday 28th of February 2020

I plan to participate - This will be my first challenge! I’ve personally been struggling with my wardrobe because of some significant weight gain and finding it difficult to dress my newly acquired and not so welcome curves. Thanks for all you are doing !

Diane Noe

Friday 28th of February 2020

Hi participated in Jan and will repeat in March! Getting there. Thank you

Gail Lerch

Friday 28th of February 2020

Sounds like this is just what i need😁. Im 67 and retired and trying to find my “new” image in a casual ACTIVE retired community.

Kara Dudley

Friday 28th of February 2020

Just finishing up a simplicity workshop that also encourages a capsule wardrobe! Excited for this to be my next step! First time doing the challenge!!

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