Do you have any bad habits you just can’t shake?
You’re not alone. Many leaders wrestle with behavior patterns that hold them back—even when they know better. Meanwhile, others seem to build success-driving habits almost effortlessly. What’s the difference?
In this episode of The Chris LoCurto Show, we’re joined by the brilliant and incredibly insightful Gretchen Rubin to unpack the “why” behind habit change. Gretchen is the author of Better Than Before, The Happiness Project, and Happier At Home, and she brings a fresh, practical approach to forming habits that actually stick.
If you’ve ever wondered why change is hard—or how to build habits that support a better, more intentional life—this conversation will give you clarity.
This episode is all about understanding how habits shape our lives—and why lasting change often feels so elusive. Gretchen explains that much of our happiness (and stress) can be traced back to the habits we keep.
Chris and Gretchen discuss the fears and frustrations many people face when trying to change. Whether it’s the anxiety of confronting bad habits or the disappointment of failed attempts, the process can be daunting. But it’s also deeply personal. As Gretchen points out, one of the biggest myths around habits is the idea that there’s a single “right” way to build them. In reality, the best strategies are the ones that align with how you’re wired.
Gretchen introduces a framework she developed—featuring Upholders, Questioners, Obligers, and Rebels—which helps people understand their own patterns and make more effective choices.
The message? There’s no one-size-fits-all solution. But there is a better way to lead yourself—and it starts with knowing who you are and how you respond to change.
Why This Matters for Leaders
Leadership isn’t just about directing others—it’s about managing your own mindset and behaviors. As Chris notes throughout the show, understanding your own habits is essential to creating consistency, clarity, and long-term growth in your life and leadership.
Gretchen brings a refreshing honesty to the conversation, acknowledging that even highly successful people struggle with habits. The good news? Change is possible. With self-awareness and the right approach, anyone can begin to shift their habits and experience greater joy and effectiveness in both work and life.
Whether you’re feeling stuck in old routines or simply ready to take your personal growth to the next level, this episode offers real encouragement and insight. Gretchen Rubin’s wisdom reminds us that habit change isn’t about perfection—it’s about progress.
Listen in, and discover what’s possible when you align your habits with who you truly are.
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Chris, THANK YOU for transcribing this interview! You and Gretchen together – 2 of my most favorite internet virtual mentors ever – fantastic! Gretchen is a phenomenal researcher who takes an enormous amount of material and condenses it into useful simple information. Her books are outstanding, her podcast is great fun, and she almost always responds personally to emails. I can’t say enough good about her. THANK YOU for having her on your blog!