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The Road Less Worn: How to Be Yourself in a World That Wants You to Be Someone Else Kindle Edition

4.5 out of 5 stars (35)

Staring at the 450 pieces of clothing littering her bedroom, Erin Flynn couldn’t help but wonder, “How did I end up here?”

In her debut memoir The Road Less Worn, Flynn sorts through snapshots of her life—from her roots as an athlete in a small Midwest town to her career as an entrepreneur and author—discovering that much of what she held onto, both in her wardrobe and life, was never truly her own.

As the founder of Cladwell, the leading daily outfit and smart closet app, Flynn knows wardrobes mirror how culture quietly shapes us. But when she created her own capsule wardrobe, she didn’t just declutter her closet—she began decluttering the stories she carried about success, identity, and who she was supposed to be.

The Road Less Worn invites readers to do the same, letting go of what no longer fits to uncover what is truly theirs.
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Editorial Reviews

Review

"Erin Flynn is a powerful voice for anyone who has ever felt the pressure to conform. This book is an inspiring call to carve your own path and redefine success on your own terms."
 
-
Rebecca Minkoff, Fashion Designer and Entrepreneur
 

"Part memoir, part manual for intentional living,
The Road Less Worn shows us that clearing clutter isn't the goal—it's the path to a richer, more meaningful life."
 
- Shira Gill, author of Minimalista, Organized Living, and LifeStyled
 

"This book is like a pep talk from your most relatable millennial friend—the one who tells you to stop stressing and start living. Erin Flynn gets it, and she delivers it with warmth and wisdom."
 
- Chloe, Co-founder, AF Media, iamthirtyAF
 

"In
The Road Less Worn, Erin Flynn redefines building a wardrobe as a core part of self-discovery—a coming-of-age moment where style becomes a reflection of confidence, identity, and the person you're meant to be." 
 
- Elizabeth L. Cline, author of The Conscious Closet
 

"This book shows that style is about more than clothes—it's about the stories we tell ourselves.
The Road Less Worn is an inspiring guide to shedding what no longer fits and stepping into who you were meant to be."
 
- MC Gasco-Buisson, Cladwell fan and CEO of Unilever Prestige

About the Author

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.

Product details

  • ASIN ‏ : ‎ B0FC6MPH61
  • Publisher ‏ : ‎ Wren House Press
  • Accessibility ‏ : ‎ Learn more
  • Publication date ‏ : ‎ July 8, 2025
  • Language ‏ : ‎ English
  • File size ‏ : ‎ 1.1 MB
  • Screen Reader ‏ : ‎ Supported
  • Enhanced typesetting ‏ : ‎ Enabled
  • X-Ray ‏ : ‎ Not Enabled
  • Word Wise ‏ : ‎ Enabled
  • Print length ‏ : ‎ 276 pages
  • ISBN-13 ‏ : ‎ 978-1967115051
  • Page Flip ‏ : ‎ Enabled
  • Best Sellers Rank: #905,298 in Kindle Store (See Top 100 in Kindle Store)
  • Customer Reviews:
    4.5 out of 5 stars (35)

About the author

Follow authors to get new release updates, plus improved recommendations.
Erin Flynn
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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.

Customer reviews

4.5 out of 5 stars
35 global ratings
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A Brilliant Blend of Memoir and Personal Instruction
5 out of 5 stars
A Brilliant Blend of Memoir and Personal Instruction
A humble, authentic, raw memoir from someone who has done the hard work of exploring, reinventing, and ultimately building something truly new. Erin Flynn’s blend of her fashion/clothing expertise, her entrepreneurship acumen, and the wisdom gained from trying on lives until she found the one that fit all lend themselves to a personal, instructive guide and a fascinating read.
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Top reviews from the United States

  • Reviewed in the United States on November 29, 2025
    Format: PaperbackVerified Purchase
    Erin's journey of connecting her past to her present was relatable and validating. I could visually place myself in several of her memories as if I was experiencing it right along with her. The themes flowed to help the reader pull personal meaning from each story. A great read for anyone wanting to tie their past to their present!
  • Reviewed in the United States on September 26, 2025
    Format: PaperbackVerified Purchase
    You must read. This book is so relatable. Erin Flynn is a fantastic storyteller. I could definitely sit and have coffee with her. Nice to know someone else is having the same feels and struggles. I know some tweens and teens that would benefit from her stories and advice. I’m not much of a reader but I flew through this book.
  • Reviewed in the United States on July 30, 2025
    Format: KindleVerified Purchase
    Excellent summer read! So many quotable lines. One of my favorites: "In a world that constantly pushes us to confirm, the simple act of choosing what to wear can be a subtle unspoken rebellion." Chapters are shorter, making the concepts easy to digest. I appreciated her honestly, and therefore appreciated her wisdom.
    One person found this helpful
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  • Reviewed in the United States on July 25, 2025
    Format: PaperbackVerified Purchase
    I very much enjoyed reading this book. It is written very well. Great book for young women.
  • Reviewed in the United States on July 30, 2025
    Format: HardcoverVerified Purchase
    A terrific summer read that made me think about my own life!
    One person found this helpful
    Report
  • Reviewed in the United States on July 9, 2025
    Format: Hardcover
    Erin's candid account of her own experiences as a woman, wife, mom, and business owner provide a refreshing departure from a market glut of step-by-unhelpful step of instructions to live life better. Instead she provides a personal conversation (read this in a coffee shop!) that leans away from prescription and into the mess of figuring it out. You will walk away asking yourself questions about the stories you've carried your whole life that have been secretly haunting you like unwanted shadows.

    Perfect for any woman brave enough to admit that she doesn't have it all figured out.
    3 people found this helpful
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  • Reviewed in the United States on December 30, 2025
    Format: PaperbackVerified Purchase
    I was disappointed in the content. Book was mostly a memoir about the author complaining and bragging at the same time about. She repeatedly states how easy her life was and how she came from a prominent family and how she achieved success very quickly but was still not happy working for other people. I didn’t feel this book added any useful tips to the reader as the title suggests it would.
    One person found this helpful
    Report
  • Reviewed in the United States on July 11, 2025
    Format: Kindle
    Finished listening on my walk this morning, and it’s just so good! This book felt like the best kind of conversation with a good friend- honest, enlightening, challenging, funny, and all around feel good. Well written, thought-provoking, and meaningful. Thank you Erin Flynn, for putting yourself and your journey out there for us all to learn from, a great self reflecting read for women of all ages (and I’m sure some men could benefit as well!).
    2 people found this helpful
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