The Well Dressed Life Wardrobe Challenge Spring 2019: Week 4

4 Weeks to a Better Wardrobe - Part 4 - The Well Dressed Life
Four Weeks to a Better Wardrobe - Week 4 - The Well Dressed Life

Our last challenge focuses on discovering new outfit combinations you already own, making sure you have what you need for all aspects of your busy life, and creating a strategy for going forward.

If you haven’t completed week 3, please do that before you get to this one. And take your time! There is no rush. These posts will remain on the site for you to reference. If you use Pinterest, you can pin these to a board for easy access.

Four Weeks to a Better Wardrobe - Week 4 - The Well Dressed Life

Week 4: Create Some Outfits and Write Your Wish List

Challenge #1

Create new outfits

Spend some time in your clean and organized closet.

Doesn’t it feel so good?

With the clutter removed you might be amazed at the outfit combinations you never noticed. Every time I go through this process I always find a new way to wear something or rediscover an old favorite.

To guide you, use your curated Pinterest boards and your lifestyle diagram. Try to recreate a few of the looks for each of your categories. You don’t need to completely copy it, just be inspired by some of the looks you pinned.

A good tip to consider is to use Pinterest as a search engine. Say you have a pair of black jeans.  Simply type “black jean outfits” into Pinterest and be amazed at how many ideas you get.

Remember to use your entire wardrobe. Break up “sets,” and incorporate pieces you are saving for a yet to be schedule special occasion.

Pro Tip! Take pictures of your outfit options and keep them on your phone so they are at your fingertips when you need a reminder.

Challenge #2

Write your shopping list.

As you work through your wardrobe, creating new looks, jot down what you need to create more outfits.

Could you use a different style pant?

Maybe an updated shoe would pull several outfits together.

You might need something as simple as a cami so you can start to wear a lightweight sweater.

Write down anything that would add more life to your existing wardrobe.

Keep this list with you (I keep mine on my phone) and ONLY PURCHASE FROM THE LIST! By doing so you will stay focused, and your wardrobe will become more functional. If you buy things that are not on the list, you’ll end up with a closet full of items you don’t need all over again.

Join Us For an In Depth Q&A

Facebook LIVE Q&A in the Private Group Page

Wednesday, October 23rd 

7:30 – 8:30 EST

I know you have lots of specific questions about what you might need, how to pull things together, where to find things and the best way to dress different body types (Stay tuned for an in depth post to dive into this).

Add your questions below in the comments, and join us for a Facebook LIVE Q&A on Wednesday, October 23rd from 7:30 – 8:30 EST


Enjoy your new space and the fresh start!

Your closet won’t always look this great. Life will get busy, and you’ll need to regroup. The good news is it will be so much easier to keep it tidy now that you have a system. I follow this process twice a year,  only it doesn’t take four weeks; it takes about an hour to get back on track.

Remember that your wardrobe is ever evolving. You’ll never be “done.” There will always be something on your shopping list, an item that needs to be replaced or a new look you want to try. I hope that after this exercise, you start to hold your purchases to a higher standard and realize you don’t need so much, you just need the right options for you.


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.

  1. This process has been wonderful for me to determine who I am with regard to image. Thanks for sharing your talent and insight.

  2. I love clothes! My closet is splitting at the seams, I’d guess you’d say I’m shopaholic! What I’m going to do with all of the pieces that I need to get rid of? I’ve taken a lot to consignment a store, I need to stop buying! HELP!!!

  3. I would love a capsule wardrobe list to stick to….keep it simple stupid for me 🙂
    I get tired of wearing jeans/tennis shoes (needed for arch support and to fit my custom orthotics) and would like some other casual pant options that make an aging, ie pancake backside flattering.
    I think limiting myself to the capsule would feel liberating and I would not always be looking at something unnecessary, outside of the ‘sule’ 🙂 I do have a closet full of things I don’t wear or don’t know how to pair.

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