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The Well Dressed Life Wardrobe Edit Challenge

The Well Dressed Life Wardrobe Challenge has been the cornerstone of our community since I launched it SEVEN years ago!

We would host it three times a year, in the spring, fall, and start of each new year, as a value add for our readers.

But, like everything, it’s time to freshen it up!

The biggest change is that going forward we will only host it ONCE a year, and this year starts on MONDAY, September 18th.

Don’t worry, it’s the same concept, and it’s still totally free. But we’re adding more and focusing specifically on defining your style and editing your wardrobe and closet space.

This FREE, four-week-long event is designed to help you define your style, edit your wardrobe and organize your closet. 

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.

The challenge is based entirely on the system I created when I worked with private styling clients. It’s meant to make the daunting process of tackling your closet a little bit easier.

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

(1) define your personal style and figure out what YOU need,

(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.
  • Feel confident in your choices going forward.

Here’s How it Works:

The new challenge starts on MONDAY, September, 18th.


In the past, we went live with new challenges every Friday, but after listening to your feedback, Monday’s seem like better days for you to get all the information.

You’ll still have a weekend between challenge, but this gives you time to prepare and use your weekend more productively.

In addition, I’ll be LIVE in our Private Facebook Group every Monday of the challenge. Times will be announced shortly.

You do not need to have a Facebook Account to participate, it’s just a nice extra.

Every Monday starting on 9/18 you will have a post from me with two challenges to complete before the following week.

Each week, we focus on a specific goal: 

Week 1 (9/18): We’ll help you figure out your style.

Week 2 (9/25): You’ll prepare for your edit. It’s big job and you need to be ready.

Week 3 (10/2): Now it’s time to get in there and purge

Week 4 (10/9): Finally, we’ll leave you with a break down of the fundamentals of a well-thought-out wardrobe so you always have something to wear.

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

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. They 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.

Several 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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Friday 28th of February 2020

I have been reading your posts for a couple of months now. I am retired now and need to change my wardrobe out, I am 62 years old but I don't feel old and I do not want to look/dress old. I like a classic look but feel that it can look old and frumpy sometimes. I need to be able to have a core closet but still be able to add in fresh current ideas without feeling like I am trying to hard to be younger than I am. I have enjoyed your articles and I feel out of the other 2 sites that I have been viewing, I like your style the best. How does someone at my stage in life do this with her closet? Is your site geared for someone who is more your age? I feel my wardrobe needs to be more of a casual wardrobe because of being retired, but I also need some classic dresses/slacks or skirts/tops for times when I need to attend a wedding or a dressier event. I happen to like moto jackets/animal prints/wedge heels and kitten heels but wonder are these items that I should not be wearing anymore? I would appreciate any feedback that you could give.



Friday 28th of February 2020

Joining for the first time and couldn’t be more excited! I know what pieces I like, but my closet is full of stand alone items. I need help in putting a wardrobe together that can use classic, basic pieces for multiple uses. Making outfits is my goal. Recently retired and a grandmother of 4, I now have the time to work on myself.


Friday 28th of February 2020

This sounds like a great idea, and I would love to participate! I’m currently home on maternity leave (going back to work in June)- do you think it would still be beneficial for me to participate or should I wait until the next challenge?


Friday 28th of February 2020

Hi I have done this challenge before its brilliant and I can't wait for March 13th. I have a classic style (Kate Midfleton) although in my sixties this style works really well. I think you do a fantastic job Kristel I have looked at many other sites and yours is by far the best . Thank you

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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