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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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Gail Turner

Friday 15th of September 2023

Hi! Ive been following Megan for almost a year and love her words and suggestions. I'm 79, in good shape, body petite(5'3), mostly square with tummy, like classic clothes with some oomf. I have trouble getting casual clothes that aren't just jeans or leggings, though I like those also. look forward to more suggestions and inspitation!

Judy Bandy

Friday 15th of September 2023

I’m so in need of this Wardrobe Challenge. It will be my first. At 69 I’m still standing in my closet trying to pull it together. The worst is all the $$ I’ve wasted over the years. Thank you Megan for providing this much needed service.

[email protected]

Monday 2nd of January 2023

Will you post the videos on the blog after the lives? I’m not on Facebook so just curious if they will be available. Regardless I’m looking forward to the challenge, as an extreme “over shopper” it’s time I start shopping and dressing with some purpose. I also want a smaller wardrobe so I’m not so overwhelmed at getting dressed each day. Thanks so much!!


Friday 16th of December 2022

Have been following you this past year. I am so excited to begin 2023 with you. Looking forward to learning about what my particular style will be, have always gravitated towards the more tailored look. Came up in 50's/60's.


Friday 16th of December 2022

I knew my work style, but have retired and, need to regroup. Tracy Abraham’s comment sums it up. Looking forward to your wardrobe challenge!


Thursday 15th of December 2022

I'm In and sooo ready to start this class with you! Thanks so much for offering it for Free!


Thursday 15th of December 2022

Do you ever talk about colors for the individual? I had my colors done years ago and find I still gravitate to those colors as they tend to work for me. Not sure if you are a colorist as well, but that would be a great class (I think) :) Do you ever talk about capsule wardrobes (for those of us with little closet space?

Thank you! Teri

Tracy abraham

Thursday 15th of December 2022

So wish I could figure out my style! I just retired a couple of years ago and my closet is way to much for the life I have now. I think I am just struggling with the money I spent on these clothes that now I am not wearing?? I’m need about half the clothes I have right now and it is overwhelming to get there even if I did it over time. How do you get started?


Thursday 15th of December 2022

Thank you for caring about helping women who could use your help and enabling participation freely! I am so glad to have discovered your posts, Facebook, etc., and I'm eager for your January classes with your guidance!

Ann M

Thursday 15th of December 2022

Looking forward to finding my style!!

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!


Thursday 18th of August 2022

ugh, I'm such a hanger-on-er! I am ready for my first challenge, and thank you so much for your effort.


Thursday 18th of August 2022

I'm another first timer. Looking forward to defining "my style", purging my closet, and making sure future purchases are items I will wear.


Thursday 18th of August 2022

Is it possible to do this without Facebook?

Megan Kristel

Thursday 18th of August 2022

Yes, each challenge is posted right here on Fridays starting on Sept. 2nd.

Pam Brasher Brasher

Thursday 18th of August 2022

I’m getting ready to move AND I recently retired. I still am doing consulting work, so my dress needs are varied. I’m looking forward to going through this process.

Pamela Johnson

Wednesday 30th of March 2022

I'm in!

Peggy Savage

Tuesday 29th of March 2022

Yes Please, I'd love to do this. Unfortunately we are in New Zealand and going into Autumn then winter but I know this will be a very good help for me to sort my wardrode / style/ image out

Linda Marcyniak

Tuesday 29th of March 2022

I am so excited about joining this challenge

Rose Caputo

Tuesday 29th of March 2022

I am a new follower and so far am learning a lot. I am looking forward to finding my new style. I am retired but run a business. I need to be comfortable but pulled together.


Wednesday 22nd of December 2021

Just turned 28, excited to accept that I’m in my late 20s & need to mature my style


Saturday 18th of December 2021

Count me in again!

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