How to Stop Overthinking and Start Doing — with Deborah Hurwitz

Are you stuck in your head, endlessly tweaking your ideas, waiting for the perfect moment to launch, post, or share? This one’s for you.

In this inspiring and refreshingly honest conversation, Hailey sits down with Deborah Hurwitz—a Broadway music director turned productivity coach, to talk about what really holds high-achieving creatives and entrepreneurs back: perfectionism.

Deborah shares her powerful story of reinvention, from conducting Miss Saigon and collaborating with Cirque du Soleil to hitting burnout and rebuilding her life and business on her own terms. You’ll hear how she helps smart, capable professionals stop spinning their wheels and finally get sh*t done that matters.

You’ll learn:

• Why perfectionism is really fear in disguise (and how to outsmart it)
• The myth of needing everything figured out before you start
• How to make real progress in just 20-minute work sessions
• What “freedom for perfectionists” actually looks like

Whether you’re launching something new, stuck in the middle of a project, or just tired of overthinking everything—you’re going to love this episode.