Amy Wilson: From People Pleasing and Perfectionism to Boundary Boss

Episode Description

In this heartfelt and relatable episode, we're joined by Amy Wilson—author of Happy to Help: Adventures of a People Pleaser and When Did I Get Like This?, and co-host of the Webby-honored podcast What Fresh Hell: Laughing in the Face of Motherhood, which has surpassed 12 million downloads.

Amy opens up about the deep (and often invisible) layers of people-pleasing, perfectionism, and mom guilt—and what it really takes to rewrite those narratives. As a former Broadway actress, TV star, and now boundary-setting badass, Amy shares her candid journey from saying "yes" to everyone… to finally saying "yes" to herself.

Key Takeways

We explore:

• How Amy recognized people-pleasing as a lifelong pattern—and what cracked it open

• The impact of perfectionism on motherhood and how she let it go

• Why the invisible labor of motherhood is finally having its moment

• What guilt really sounds like in her head—and how she learned to turn the volume down

• The surprising discoveries that came with setting boundaries

• How "good girl" programming limits women—and how we can begin to rewrite those labels

• Her empowering advice to women who feel like they're drowning in expectations

• The encouraging shifts Amy sees in modern motherhood around self-worth and care

Whether you're a mom, a recovering perfectionist, or someone working on healthier boundaries, this conversation will make you feel seen—and remind you that you're not alone.

About Amy Wilson

Amy Wilson is the author of Happy to Help: Adventures of a People Pleaser and When Did I Get Like This? She is also the co-host of What Fresh Hell: Laughing in the Face of Motherhood, a Webby-honored podcast with over 12 million downloads. Amy is also an actor who has appeared on Broadway, as a series regular on TV sitcoms, and in films. She lives with her family in New York City. 

Links

•  
• 📚 Happy to Help is available wherever books are sold.
• 🎧 Listen to What Fresh Hell wherever you get your podcasts.
• 📍Find Amy online at whatfreshhellpodcast.com or on Instagram @whatfreshhellcast

Learn More about Your Host

On a mission to redefine self-care globally, Erica Diamond is a sought-after Media Expert, Professional Speaker, Bestselling Author of List Your Goals Journal, Host of The Erica Diamond Podcast, Founder of Bliss Essential Oils (BlissEssential.co), Course Creator of Busy To Bliss (http://BusyToBliss.com), Certified Life & Career Coach, Certified Yoga & Meditation Teacher, and Founder & Editor-In-Chief of the Award-Winning Lifestyle Platform EricaDiamond.com® (previously WomenOnTheFence.com®).

Erica Diamond has been named to the coveted list of The Top 20 Women in Canada, FORBES Magazine's Top 100 Sites fo