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Are you a mom juggling endless to-dos, only to wonder if it’s even possible to please a teen? Do you find yourself questioning whether perfectionism or people-pleasing is really helping you—or anyone in your family? You’re not alone, and this episode dives deep into these challenges with warmth and humor.
In this episode, host Colleen O’Grady sits down with author and podcast host Amy Wilson to unpack the invisible workload moms carry, the pressures of perfectionism, and the delicate art of balancing love with boundaries. Drawing from her new book, Happy to Help: Adventures of a People Pleaser, Amy shares laugh-out-loud moments and poignant insights into why moms often overextend themselves and how they can reclaim their time and joy. They explore societal expectations, self-imposed pressures, and how moms can reset the narrative by prioritizing self-care and genuine connection with their teens.
Amy Wilson is the author of the memoir When Did I Get Like This? and
her latest book, Happy to Help. Since 2016 she has been the co-host of
the Webby-honored podcast What Fresh Hell: Laughing in the Face of
Motherhood. Amy is also an actor who appeared on Broadway and as a
series regular on TV sitcoms. She lives with her family in New York City.
Key Takeaways:
This episode is a heartfelt reminder that you can step back, let go of perfectionism, and still thrive as a mom.
Find out more at amywilson.com.
Follow on Instagram at https://www.instagram.com/whatfreshhellcast/
Learn more about your ad choices. Visit megaphone.fm/adchoices
 By Colleen O'Grady LPC, LMFT, author, speaker & C-Suite Radio
By Colleen O'Grady LPC, LMFT, author, speaker & C-Suite Radio4.7
360360 ratings
Are you a mom juggling endless to-dos, only to wonder if it’s even possible to please a teen? Do you find yourself questioning whether perfectionism or people-pleasing is really helping you—or anyone in your family? You’re not alone, and this episode dives deep into these challenges with warmth and humor.
In this episode, host Colleen O’Grady sits down with author and podcast host Amy Wilson to unpack the invisible workload moms carry, the pressures of perfectionism, and the delicate art of balancing love with boundaries. Drawing from her new book, Happy to Help: Adventures of a People Pleaser, Amy shares laugh-out-loud moments and poignant insights into why moms often overextend themselves and how they can reclaim their time and joy. They explore societal expectations, self-imposed pressures, and how moms can reset the narrative by prioritizing self-care and genuine connection with their teens.
Amy Wilson is the author of the memoir When Did I Get Like This? and
her latest book, Happy to Help. Since 2016 she has been the co-host of
the Webby-honored podcast What Fresh Hell: Laughing in the Face of
Motherhood. Amy is also an actor who appeared on Broadway and as a
series regular on TV sitcoms. She lives with her family in New York City.
Key Takeaways:
This episode is a heartfelt reminder that you can step back, let go of perfectionism, and still thrive as a mom.
Find out more at amywilson.com.
Follow on Instagram at https://www.instagram.com/whatfreshhellcast/
Learn more about your ad choices. Visit megaphone.fm/adchoices

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