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Talking About Clothes with Holly Chayes, this podcast is not about clothing... graphic

Stay up to date between seasons of Talking About Clothes with Holly Chayes!

You'll get podcast updates and also periodic style articles and updates on what else is new.

Talking About Clothes with Holly Chayes is a seasonal podcast, where I talk about clothes with people who wear them. Regardless of how fashionable or stylish we think we are (or are not), we all wear clothes.

In this podcast, we explore the depths of some of the most intimate times in our lives without shame or guilt. Each season focuses on a theme, where guests share their personal perspective on that particular topic. If you want to see how the podcast fits in with everything else we do around here, check out the start here page.

As frivolous as fashion can sometimes be, style can also...

Talking About Clothes with Holly Chayes the podcast

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2020 Edition

In this season of the podcast, we’re having conversations about changes in our wardrobes and lives. These conversations took place at the end of July and beginning of August 2020. 

In this season, we talk about:

  • Taking the time and effort to investigate your own style and preferences
  • How stark the difference can be between our aspirations and our reality, even when we achieve the transformation we’ve been desiring
  • And after all the time and effort, how sweet the rewards that come along with being courageous enough to change your style are. 


In this season we’re having conversations about shopping in the Pre-Covid-19 version of normality. These conversations took place between the tail end of 2019 and the first months of 2020.

In this season of the podcast, we talk about:

  • loving shopping, hating shopping, dreading shopping, and embracing shopping.
  • shopping seasonally, cyclically, weekly, and hardly ever at all
  • bargain hunting, but also the fact that clothing requires resources – of fabric, materials, and labor – and resources cost money, regardless of if we pay the full price.

Plus personal stories, tons of laughs, and so much more.

Revisiting the Self Made Wardrobe Project

In this season of the podcast instead of interviewing a variety of guests around a single topic, I’m revisiting an extreme wardrobe challenge I did five years ago called The Self Made Wardrobe Project.

During this project, I wore no store bought clothes for a whole year. Instead, I only wore clothes I had made.

Your Personal Style

Personal style is incredibly personal. In this season of Talking About Clothes we dive into those complexities.

We look at how style evolves throughout your life, the importance of owning your own personal style (rather than only modeling it after someone else’s), the values that inform the clothes we choose to wear, childhood influences on our fashion choices, and the process of uncovering what our style actually is (and in some ways, therefore, finding out who we are).


In this first collection we discuss the many layers of comfort when it comes to our clothing. From physically comfortable, to weather appropriate, to emotionally comforting, to confidence building and psychologically comfortable clothes that you feel good in, this collection touches on it all.

Clothing is some of the most intimate items in our lives so finding our perfect balance of comfortable and self-confident is what most of us are striving for.

Special Episodes...

[Special] Cleaning Out Your Closet

[Published on March 22, 2020]

Everything seems to have turned upside down since the second season of the podcast came out last week. And it is probable that the third season will be at least a little bit delayed from the original podcast production schedule. So I wanted to drop you a little note.

I don’t know how you are, but it is my deepest hope that this finds you and those you love well, or well enough in this very moment.

In the moment of this writing, on March 21st, 2020, at very early in the morning, I am reminded of the process of cleaning out a closet.

Stay up to date between seasons of Talking about Clothes with Holly Chayes!

You'll get podcast updates and also periodic style articles and updates on what else is new.

"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."
Liz Fisher

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