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July 17, 2025 32 mins

In this episode, Erin Flynn—entrepreneur, author, and founder of the Cladwell app—joins us to talk about the moment she found herself surrounded by 450 pieces of clothing and asked, “How did I end up here?” Her memoir, The Road Less Worn, is a journey through identity, cultural expectations, and what we hold onto—literally and figuratively—that no longer fits. We explore how closets mirror our inner lives, the difference between dressing for success and dressing for someone else’s story, and what it takes to unravel a “more-is-more” mindset. Erin shares personal stories, mindset shifts, and lessons from building a startup rooted in intentional living, inviting us all to let go of what’s not ours—and make space for what is.

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About Erin|

Erin Flynn is the CEO and founder of Cladwell, a smart closet and daily outfit app with over one million downloads. Her journey has taken her from the heart of a more-is-more culture to startup founder and fashion insider.

Now, in her memoir, she pulls back the curtain—untangling the stories we tell ourselves about success, identity, and what truly fits—not just in our closets, but in our lives.

Episode Sponsors |

The Minimalist Moms Podcast would not be possible without the support of weekly sponsors. Choosing brands that I believe in is important to me. I only want to recommend brands that I believe may help you in your daily life. As always, never feel pressured into buying anything. Remember: if you don't need it, it's not a good deal!


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Order (or review) my book, Minimalist Moms: Living & Parenting With Simplicity.


Questions |


  • Checkout the podcast storefront for recommendations from Diane.


  • If you’ve been struggling with motivation to declutter or work thr
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