Why Nothing Ever Feels Good Enough

Listen to the Episode

008 • Why Nothing Ever Feels Good Enough
REAL with Carly Weinstein
 
Most perfectionists don’t even know that they are perfectionists
— Aliza Shapiro, LCSW
 

Why does it feel like no accomplishment is ever enough?

You hit the goal. You check the box. You get the thing you've been working toward—and somehow, instead of feeling satisfied, you're already focused on what's next.

If you've ever struggled to enjoy your accomplishments, felt guilty when you rest, or constantly wondered why you still don't feel "there" yet, this episode is for you.

This week on The Experts Series, therapist and founder of Therapy in the City, Aliza Shapiro, joins me to explore one of the most overlooked reasons this happens: perfectionism.

We talk about why so many high-achieving women don't realize they're perfectionists, how achievement becomes tied to self-worth, and why constantly chasing the next milestone can leave us feeling anxious, burnt out, and disconnected from ourselves.

In this episode, we discuss:

• The hidden signs of perfectionism • Why achievement can become tied to identity • The link between perfectionism, anxiety, and burnout • Why rest can feel uncomfortable or even guilt-inducing • How childhood experiences shape perfectionistic thinking • Exposure therapy exercises for perfectionism • The "Here I Am" grounding practice • Building self-compassion and separating worth from achievement • How to slow down without losing your ambition

If you've ever felt like you're constantly moving the goalposts on yourself, this conversation will help you understand why—and what to do about it.


About the Expert

Aliza Shapiro

Licensed Clinical Social Worker

Aliza Shapiro, LCSW, is a licensed psychotherapist and the founder of Therapy In The City, a New York-based mental health practice specializing in anxiety, OCD, depression, perfectionism, and related disorders. Through her clinical work, Aliza helps adolescents, young adults, and adults navigate mental health challenges with evidence-based, compassionate care.


Resources

Discounts & Referral Codes

Text Aliza at 646-494-2653

Books

The Gifts of Imperfection • Link to purchase
 

Helplines & Crisis Support

Text HOME to 741741 for a free 24/7 crisis text line
Call 212-673-3000 for The Samaritans 24-Hour Crisis Hotline 
Text WELL to 65173 or call 888-NYC-WELL (888-692-9355) for NYC Well (Free and Confidential Crisis Services)

THE EXPERTS SERIES

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