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The Well Dressed Life Wardrobe Challenge 2021: Week 3

The Well Dressed Life Wardrobe Challenge 2021: Week 3
Four Weeks to a Better Wardrobe - Week 3 - The Well Dressed Life4 Weeks to a Better Wardrobe: Step 3

This week’s challenge is all about getting your space organized! I am a big believer in organization. It makes life easier, saves money, and allows you to manage your time and energy better.

I worked with private clients for over a decade. I know this for sure: a messy, unorganized closet space is one of the biggest reasons women feel overwhelmed (or underwhelmed) by their wardrobes. The good news is it’s the easiest issue to fix.

Please note, this weeks LIVE will be Saturday, September 18th at 11 am EST t in our Private Facebook group – we’ll recap last week and set you up for the next round of challenges. 

Week 3: Getting Organized

Your closet space should be lovely or, at the very least, tidy.

It should bring a sense of calm, not craziness. It doesn’t matter what kind of closet you have. You could have a huge, custom walk-in or a simple bar and shelf. Either way, your experience can be blissful.

Challenge #1: Finish your edit

Last week, I challenged you to perform a QUICK edit. This is my clever way of easing you into a more in-depth edit, especially if you have a hard time letting go of things or have a lot of stuff. 

If you still have an undecided pile, now is the time to be ruthless. Get rid of anything you don’t love or need. Be honest with yourself.

Are you going to wear it?

The only exception is if you NEED to wear the piece until you replace it with a better version. Make a note of it. You’ll need it next week when we create a shopping list.

If you are on a weight loss journey and have some pieces that don’t fit well, you can keep them, but remove them from your closet and store them elsewhere.

I don’t want you waking up to a closet full of clothes that don’t fit. It’s not a great way to start your day.

Be sure the items you decide to keep are modern, fit your style, and are things that you look forward to wearing when you hit your goals.

If a piece is sentimental, give it the respect it deserves. Have it professionally cleaned, remove it from the plastic dry-cleaning bag, wrap it in acid-free tissue, and store it with the rest of your keepsakes. 

I love these cedar trunks. I have one for each of my girls and myself and store special pieces that are either memories or garments I want my kids to have when they get older.

Challenge #2: Improve Organization

Take some time to find a place for everything. I know, I know; this was supposed to be fun!

I promise that an organized and clean space will help with your creativity. The process of creating outfits will not seem so daunting when you see what you have. A few quick tips:

Remove everything from your closet.

Give it a quick clean. I have seen enough closets in my day to know you have pieces hidden in the back, covered in dust. Dust will destroy your clothes.

Take 15 minutes to wipe off your shelves, vacuum, throw away old hangers and miscellaneous items.

Only put back your wardrobe.

I once found a toaster in a client’s closet that she’d forgotten she’d bought.

Find another place for everything else (if you can). Remember to keep your Pinterest board close and use it as a guide for what to keep and what to “toss.”

Upgrade your hangers.

We love these flocked hangers, which are available on Amazon. I use them all over my house.

Look at what you have before you buy any organizational tools. 

Before you run to The Container Store, see what you have laying around your house.

As you go through the items you are keeping, put them in piles to see how many you have. Have a pile of handbags, belts, sweaters, etc. Then, reuse and repurpose bins, hooks, and baskets to help store them.

Last year, I did end up at The Container Store and found some fantastic items that made a big difference in my space. But I was super specific about precisely what I needed and didn’t waste money on unnecessary gadgets. For a list of all my favorite closet organizing items see here. 

A Peek at My Closet



And stay tuned for a formal closet “tour” post next week!

Need to catch up on previous challenges? 

You can view Week One and Week Two here.

Are you following along in our private Facebook Group?

If so, post some pictures of your space once you get it organized and share the inspiration!

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Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

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The Well Dressed Life Wardrobe Challenge 2021: Week 3

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Friday 2nd of October 2020

My closet shelf space is behind the hanging items, so I have to burrow back to get to the shelves (it’s a rented property, so not permanent). My solution for shoes and purses was to put a cabinet near the front door that can house shoes but can be closed to hide the clutter. I reduced the number of purses to whatever could fit nicely into a few cubby shelves.


Sunday 2nd of February 2020

I love the bracelet displays. What is the best way to display earrings in your closet?


Saturday 25th of September 2021

I got a 8 x 11 frame (depending on how many earrings you have, you can get a larger or smaller frame) and put fiberglass-coated screen where a picture would go. I hung the frame in my closet and hook my earrings through the screen. I have some hoops that I keep in my jewelry drawer, but otherwise, this works really well and I can see all my earrings at once.


Saturday 25th of January 2020

Where did you get the clear containers your purses are stored in? Also where did you get the white jewelry boxes and bracelet holders?

Megan Kristel

Sunday 26th of January 2020

The jewelry boxes are from Container Store, they are part of their stackable collection. And the bracelet holders I bought on Amazon ages ago. I'll try to find the links!

Helen Kelly

Saturday 25th of January 2020

I'm 87 and mostly retired. I'm 5'1" and wear petites. I spend a lot of time at home and yet I don't dress in grungy clothes. I have many pairs of jeans, a few trousers, and a ton of tops. I think it's time to weed out the tops, but I keep saying to myself "I just got that" when I probably should donate it. I think my problem is that I like to shop. I hope the wardrobe checklist I just downloaded will give me a guide to help me curtail the shopping bug, yet keep what I need and what I will wear. How do I stay away from the clothing shops?

I do have a little black dress!

Jen F

Friday 24th of January 2020

How do you know what to put in dresser drawer vs closet?

Megan Kristel

Saturday 25th of January 2020

A lot depends on the kind of space you are dealing with. Personally, I try to hang as much as possible so I can see it right away, also, I have more closet space than I do drawer space. My general break down it: 1 drawer for undergarments, one for pajamas/sweats and one for work out gear. Then I fold sweaters and jeans on the shelves in my closet, swim goes in a basket on a shelf, and everything else in on a hanger.

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