5 days of style

A stylistic kick in the butt and crash course in finding the keys to YOUR style.

Shake up your style. Get out of a rut. Refresh your perspective. 

The clothes we wear touches every single part of our lives. 5 Days of Style sets in motion currents that will ripple through your life long past the end of our time together. 

This week will...

  • Banish the thought “I have nothing to wear.”
  • Inspire you to enjoy the clothes you’re “saving.”
  • Prod you out of your style rut, with your OWN style intention.
  • Illuminate the areas of your closet that need more loving attention.
  • Empower you to approach getting dressed like the stylish lady you are.

Even if you don’t feel stylish, you have a style – you just might not have tapped into it yet.

Holly is an amazingly supportive teacher, mentor, and guide. She’s not going to try and shove you into a system or a style or a wardrobe that fits her agenda. She wants you to feel great being YOU. That support and encouragement without a hint of bias is absolutely priceless. I wish there were a million Hollys, and they all taught in the public school system.

– Naomi –​

what we'll cover...

  • Finding YOUR key style pieces, and getting everyone else's opinions out of your head.
  • Claiming your bodily autonomy and your right to be the queen of your own domain.
  • Ditching the default narrative of "flattering your figure" and deciding what you want instead.
  • Exploring the story your clothes tell you all day, and leveling that story up.
  • And finally, learning a way to put outfits together that actually feels good.

My biggest takeaway is that style is so much more conditioned than I ever realized. I always fancied myself unique, but this week showed me that I still have work to do in terms of wearing what I want to wear without concern for how it makes anyone else feel. I am more mindful when dressing for other events in that I am now committed to wearing what feels good and what feels like me – meaning my body feels strong and supported by the clothes I wear, rather than hiding or restricting myself (both physically and figuratively).

– Liz Fisher –​

Imagine, waking up in bed and start your day with a couple moments of contemplation. Moving through your day with more attentiveness to your body and your desires. Hopping on a brief check-in call that evening to stay accountable and touch base with yourself about how the day went. 

How it works...

This is a live virtual group experience with daily morning audio contemplation-meditations and evening check-in calls. It’s designed to be a strong container, without an overwhelming time commitment.

Each evening (beginning on Sunday), you’ll get the next morning’s audio via email and (optionally) text, carve out 3-5 minutes in the morning to listen while you get ready for your day (or while you stay in bed for a couple more minutes), then join in each evening for a 20-30 minute call to check-in with how that day went. 

The content for this delve is concentrated in the audio recordings, while the evening calls are built in accountability to hold the space for this experience. So, if you can’t make it to all (or any) of the evening calls, just take a couple moments to check back in with yourself each day and see how you’re doing.

To be determined. 
There’s a welcome and intention setting call on Sunday evening, with daily check-in calls Monday through Friday.

Mornings are entirely up to you!
Our evening check-in calls are 7:30pm ET, with the next morning’s audio delivered shortly thereafter.

5 audios, 6 calls, and you’ll have the keys to your style

Want to join the wait list?

Sign up to be the first to know when the next round of 5 Days of Style opens!

I hope you’ll join us! 💕✨

I was starting to feel like I’d outgrown a lot of the clothes I have, especially since I’ve been rocking the same gear for some time now. Since my days keep me on-the-go, comfort is an essential part of my look. I haven’t really done any major fashion changes in the past few years, unless you count switching athleisure brands as a major change. It was time for a style overhaul, but I was hoping this style delve would help me to approach my overhaul more mindfully, instead of playing it safe.

Now that the week is over I feel like it’ll be easier than I thought to change my style to fit my day-to-day needs while still honoring my own truth in how I’d really love to portray myself. I’m encouraging myself not to be as reserved about wanting try something different for myself. There are so many ways to ease into making a style change, but it is important to actively facilitate that change.

The fact that I’ve started to put more thought into what I wear in the morning is the biggest change for me. I used to be on auto-pilot when it came to getting dressed. Now I try my best to honor who I’d truly like to be in the mornings when I get ready for my day.

Adina –​


  • Am I gonna have to buy more clothes after this?
    Nope! You’ll identify some gaps in your closet, and missing items that you want to add, but there’s no need to fill those gaps or find those items this minute.
  • Do I have to be on video?
    Nope! Zoom (the platform for the calls) has video capacity, and I’ll be on video. But you can opt to not use video, or even call in old-school dial a phone number style.
  • I’m not going to be able to attend every call, is that ok?
    Yep! The calls are a place to reflect on that morning’s audio, and what it brought up for you. But you can also do this reflection on your own.

Got a different question? Ask away! Contact me here.

Want to join the wait list?

Sign up to be the first to know when the next round of 5 Days of Style opens!

I hope you’ll join us! 💕✨

Even though I own a ton of clothes, I didn’t always feel like I had something to wear in the mornings, and often felt like I needed to revamp my closet (or at least my perspective on it). I had tried downsizing my closet and identifying staple pieces but didn’t have much luck doing it on my own.

After this week I have a better sense of what my staple pieces are and feel like I can get rid of clothes I’ve kept simply because they look “flattering.” Plus the two approaches to planning an outfit brought a new appreciation to some of my clothes. I’m seeing pieces I don’t often wear in a new light, experimenting with things I don’t pull out much, and actually setting style intentions.

Starting my morning listening to the audios was probably my favorite aspect of this process. I wish I was able to attend more calls and participate in the group more deeply, but love that there was no pressure when I missed a call.

– Haile Bennett –

©2019 Holly Chayes