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.

Links Discussed in This Episode |

• Diane's Resource: Reasons We Hang Onto Clothes We No Longer Wear
• Previous Episode: Too Many Clothes, Nothing to Wear with Erin Flynn (EP281)
• Previous Episode: Maggie Smith on Nightime Rituals, Rewiring Our Thoughts & Managing Stress (EP325)
• Previous Episode: "I Am Out with Lanterns Looking for Myself" with Maggie Smith (Bonus)
• Erin Resource: Anne Lamott | Dear Writer by Maggie Smith
• Erin Can't Stop Talking About: Coffee Emporium
• Connect with Erin:
• Website
• Instagram
• Book: The Road Less Worn: How to Be Yourself in a World That Wants You to Be Someone Else 

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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Questions |

• You can contact me through my website, find me on Instagram, Pinterest or like The Minimalist Moms Page on Facebook.

• Checkout the podcast storefront for recommendations from Diane.

• If you’ve been struggling with motivation to declutter or work through bad habits that keep you stuck, I’d love to help you achieve your goals! We’ll work together (locally or virtually) to discover what areas in your life are high priority to get you feeling less overwhelmed right away.  For more info on my processes, fees, and availability please contact!

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