
104. Checking the "Success" Boxes & Still Feeling Unfulfilled? Finding Yourself & Joy with Heather Hubbard about What to Do.
In this episode, I’m talking with Heather Hubbard, a former Big Law partner who now leads transformational retreats to help women hear and reconnect with themselves. Heather works with women who’ve done all the “right” things—built successful careers, checked all the personal boxes—and yet still feel unfulfilled or surprised by how they’re feeling. If that resonates with you, I think you’re going to really enjoy this conversation.
Heather shares how a two-week unplugged vacation to Tanzania changed everything for her and why unplugging is so critical to hearing your own voice. We also dig into why many of us don’t realize how disconnected we’ve become from our real wants, how childhood versions of ourselves can serve as clues to the joy we’re missing, and why being bored can actually lead to good things.
You’ll also hear us talk about:
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Why people-pleasing and fear are often what actually hold us back from doing what we want
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Why saying yes to something always means saying no to something else (and how to be more intentional about it)
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What comes up for high-achieving women when they finally create quiet and space for clarity—and how powerful that can be
We also walk through what Heather’s retreats actually look like—from the luxury setting to the no-phones-allowed policy to the types of transformations people experience (and they’re not always what people expect when they walk in the door). Even if attending a retreat isn’t on your radar right now, Heather shares bite-sized strategies you can start using today to begin reconnecting with yourself, including how to hear yourself again even in the midst of a busy, noisy life.
Resources mentioned:
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Heather’s retreat info and free assessment: https://www.heatherjoyhubbard.com/brightmethod
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Heather’s podcast: Hustle & Flow
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Heather on Instagram: @heatherjoyhubbard
Other links you might enjoy:
- 🌿 Free 5-Day Time Management Program Get five short, practical video lessons packed with realistic strategies to help you manage your personal and professional life with more clarity and calm.
- 📱 Follow me on Instagram Get bite-sized, real-life time management tips for working women—like reminders to set mail holds before travel, anonymous day-in-the-life calendars from other professional women, and behind-the-scenes looks at how I manage my own time.
- ✨ The full Bright Method™️ program If you're ready for a full time management system that's realistic, sustainable, and dare I say… fun, check out the Bright Method program. It's helped hundreds of professional women take back control of their time—and their peace of mind.
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