Ever look at your closet and think, I have nothing to wear… even when it’s fully stocked? You’re not alone. We’re diving into the world of “cool mom” style with Cassidy Crockett, creator of the viral Cool Monologue series and the ultimate observer of what stylish women are actually wearing on the streets of New York.

Cassidy breaks down the real-life outfit formulas that make women look effortlessly pulled together — from the denim brands worth investing in to the high-low shopping tricks that make luxury style more accessible. We talk capsule wardrobes, winter fashion trends, and how to rebuild your personal style after a life shift, whether that’s becoming a mom, changing careers, or stepping into a new chapter.

If you’ve been craving a wardrobe reset, fresh outfit inspiration, or simply want to feel excited about getting dressed again, this episode is your ultimate cool-girl fashion playbook — no matter your age or life stage.

A Sony Music Entertainment production. 

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