DiscoverThe Everyday Entrepreneur PodcastHow To Dress for the Woman You Are, Not the Job You Had
How To Dress for the Woman You Are, Not the Job You Had

How To Dress for the Woman You Are, Not the Job You Had

Update: 2025-06-24
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Episode Summary

When you walk away from your corporate 9–5 (and start your biz!), you also get to walk away from the wardrobe that came with it. In this empowering episode, style coach Andie Sobrato joins Holly to talk about the intersection of identity, confidence, and personal style, especially for women transitioning from corporate life to entrepreneurship.

You’ll hear how dressing from a place of authenticity can make you even more creative, be more confident, and help you show up more powerfully in your business. Spoiler alert: You do not need a new wardrobe—just a fresh perspective on what you already have!

In this episode you’ll learn:

[03:12 ] Andie shares how women often dress to be taken seriously—and why that needs to shift when you work for yourself.

[06:45 ] Why we’ve lost the skill of outfit-making and how to rediscover it without spending a dime.

[10:01 ] The emotional baggage tied to “I’ve already worn that in a photo”—and how to release it.

[14:26 ] Tips for choosing clothes that reflect your brand and feel like home.

[19:03 ] How a simple style system can save you time and boost daily confidence.

[22:37 ] The powerful mindset shift of dressing for yourself, not the audience.

[28:55 ] Three ways to create “new” outfits from pieces you already love.

[33:40 ] Final words from Holly and Andie on using style as a daily act of self-leadership.

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How To Dress for the Woman You Are, Not the Job You Had

How To Dress for the Woman You Are, Not the Job You Had