GYPO Style Challenge | Winter 2014

Leggings and ponchos and boot socks on footsies, tunics and fur scarves and boots for your tootsies, sparkling sweaters with rhinestones that bling, these are a few of the winter challenge things!

The Winter/Holiday 2014 GYPO Style Challenge is here!

Wouldn’t it be GREAT to have one less thing to worry about this winter?  Join the winter style challenge and you’ll wake up every day knowing EXACTLY what you’re wearing that day. Better yet, your holiday party outfits are ready to go!  No more looking into your closet not knowing what to wear or wandering around the mall not knowing what to buy. All the work is done for you.


IMPORTANT – You must confirm your subscription to the winter challenge e-mail list after sign up in order to receive materials.  AOL, Yahoo and Hotmail sometimes block my e-mails and g-mail sometimes routes them into a promotions or spam folder, please check there for your confirmation e-mail. If you don’t receive the confirmation e-mail within 24 hours, please e-mail me ASAP at and I will get it sent to you.

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Hi, I’m Alison Lumbatis, the creator of Get Your Pretty On. You may have seen my recent fall style feature in the October issue of Redbook. I love making style simple and I’d love to be YOUR personal shopper and virtual stylist this winter.

How Does the GYPO Style Challenge Work?

You’ll receive a shopping list of winter wardrobe essentials perfect for any casual occasion, plus three dressy looks for your holiday soirees. Don’t worry – you won’t have to invest a ton of money to participate. A lot of the pieces might already be in your closet and you’re free to shop at your favorite stores. You can spend as much or as little as you want!

After the pieces are in place, you’ll receive 21 days of winter outfit combos created from those pieces in your inbox daily. You can choose to style your pieces and wear the outfit that day or save it for another day. All of the outfits are able to be downloaded and printed so you can refer back to them.

What’s Included:

  • Your Winter/Holiday Basics Shopping List – A list of winter/holiday wardrobe essentials with links to recommended items plus a downloadable PDF to print off and take shopping with you.
  • 21 Days of Daily Outfits – A different outfit combo each day created from the pieces on your shopping list. Outfits are released at 7:00 p.m. ET the night before so you can have it ready to wear the next day. NEW for this challenge – You get the dressy outfits at the same time as the shopping list, no waiting for them to be released. 
  • Facebook Group* – Each style challenge has it’s own private Facebook group where you can show off your style, share shopping tips and make great friends. Most participants agree that this is the best part of the challenge!
    • *Facebook groups are only active during a live challenge.  This group is now closed.

What type of outfits will they be?

The Winter/Holiday GYPO Style Challenge includes cozy, casual outfits for the busy woman on the go, plus three dressier outfit combos perfect for just about any holiday party or event.

You’re free to shop where you want and modify any of the pieces or outfits to suit your comfort level and style.

It’s totally risk-free, if you sign up and feel it’s not right for you, I offer a money back guarantee. You have two weeks from the release of the shopping list to request a full refund.

Here are some sample outfits from the challenge.

 [Embellished Sweater/Pencil Skirt/Patterned Tights/Gold Clutch/Booties]


  [Fair Isle Cardigan/Layering Tee/Skinny Jeans/Fur Scarf/Riding Boots]

How Much Does it Cost to Participate?

If you were working one-on-one with a stylist and personal shopper, the average cost of a capsule wardrobe and 21 days of styling options would be well over $1,000! But one of the beliefs that I founded GYPO on is that great style should be accessible and affordable for everyone. That’s why I’ve made participation in the GYPO Style Challenge available for just $29.

Will I Have to Invest a lot of Money into the Shopping List?

It’s really up to you how much you want to spend. If you participated in the fall challenge, many of the pieces will be reused in this challenge.  A lot of the other pieces will already be in your closet, I’m just showing you different ways to pair them up. I style each item on the shopping list an average of four different ways in order to have less items on the list and show you more ways to wear them.  If you decide to buy new items, you’re free to shop at your favorite stores and spend as much or as little as you want. Shopping list recommendations will include items from Target, Loft, Nordstrom, Land’s End, Boden, Old Navy and other stores with both online and in store shopping options.

Will outerwear be included in this challenge?

No, outerwear will not be included.  You are free to wear your favorite winter coat over the outfits.


1.  You’ll have your winter wardrobe basics in place and may even be able to shop your closet for many of them.  Plus you get three dressy holiday party looks!

2.  You’ll know exactly what you’re wearing every day for 21 days. What a relief during the busy holiday season!

3.  You’ll have lots of new go-to outfits for virtually every activity this winter and holiday season.

4.  It’s totally risk free.  You get a 100% money back guarantee, if you don’t like the shopping list or the first week of outfits, I’ll refund every penny.


IMPORTANT – You must confirm your subscription to the winter challenge e-mail list after sign up in order to receive materials.  AOL, Yahoo and Hotmail sometimes block my e-mails and g-mail sometimes routes them into a promotions or spam folder, please check there for your confirmation e-mail. If you don’t receive the confirmation e-mail within 24 hours, please e-mail me ASAP at and I will get it sent to you.

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What Other Style Challengers are Saying

I ABSOLUTELY love this challenge! One of the best parts of this list is how affordable it is! Each person can choose to spend as much or as little as they want on clothing items. I love that we will style clothes that can be from Target or Saks-and look absolutely gorgeous!

Thank you! Today was a breakthrough for me; I felt so good, confident and stylish, and yet still so comfortable–in my outfit and in my own skin. I wasn’t hiding under baggy clothes, wasn’t tugging on something that didn’t fit well, and wasn’t wearing something that didn’t feel like ME. What a difference! From the bottom of my heart, THANK YOU all!

Looking at the clothes in my closet a whole different way…not something I would of even thought of a week ago…thank you for “challenging” me to go outside my “comfort level”!

I’m getting so many good ideas here and learning so much from what you’ve shared, I’ve started a little folder of pics/ideas to take shopping. I feel like I know what I’m looking for and shopping smarter. Thanks!

It’s nice to have a group of positive women encouraging each other. It’s very refreshing in our world-I’m feeling good about my body and clothing choices instead of feeling like I don’t measure up. Thanks Alison.

GYPO Style Challenges are about so much more than the clothes. They’re about changing lives one outfit at a time. Read what some past participants have to say about how it’s effected their lives.

This challenge has brought a NEW me. I am a teacher, a mom, wife, and this has helped bring a smile to my face every day! I am getting compliments on my outfits from teachers and my students are loving the accessories!” – Karan

“I’ve never been stopped by strangers and generally don’t get noticed. Don’t get me wrong – I’m extremely confident about my abilities, but not how I look. This week I have turned a corner. When I enter the office in the morning, the secretaries stop me to check me out. A total stranger at Target told me she loved my bright green trench coat and my scarf. Even middle school students have noticed that I’m looking different. And they approve. Earlier this week I texted my husband “I feel pretty” and he texted back “You ARE!” Maybe after a few more weeks of this I will believe it.” – Laura

“Besides having a ton of fun waiting for each day’s outfit to be revealed and tweaking it to fit my style, one of the best aspects of the GYPO Style Challenge has been the positive new friends I’ve connected with on the Challenge Facebook page! The kind words, humor, and genuine care for others have been such an inspiration and encouragement to me. No matter the age, body shape, or walk of life, it’s been a confidence builder to have a safe place to show my style!“ – Jena

“Just the thought of having all the right pieces and being ready to go out without having to stress about what to wear sounded like a dream. I had to sign up. It’s been exciting, from getting the list on the first day to the unveiling of the outfits each day, but little did I know that the Facebook group would be the highlight of this Challenge. How in the world do you have the nicest and most caring followers?! My family and friends have given me many compliments and feel that I am getting out of my comfort zone. The great thing about all of this is that even when I’m not physically feeling my best, looking good on the outside can make a big difference on how I feel on the inside. And for me, that’s totally worth it. 🙂 Thank you, Alison, from the bottom of my heart.” – Cathy



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