The Hustle to Heart Bookclub
A community and refuge for achievers seeking meaning beyond success.
When you live in a world that celebrates the hustle, it takes courage to step off the hamster wheel and build a life rooted in real fulfillment—not just achievement.
Hustle to Heart is a monthly bookclub of achievers daring to redefine success. Through thought-provoking reads and rich conversation, we support one another as we trade burnout and achievement-chasing for presence, meaning, and vitality.
I’m Hailey. I built the life I thought I wanted: booming coaching business, six-figure book deal, hundreds of thousands of followers.
On paper, I was living the dream. But after years of striving, the success I’d worked so hard for began to feel hollow—and my heart longed for something deeper.
My life looked impressive from the outside—but on the inside, I was burnt out, depressed, and meaning-starved.
I kept on this way for years—waiting for a fulfillment that never came—until, at the peak of my career, a series of unexpected losses shook me awake.
I suddenly saw how narrow my world had become, and how many parts of myself—and my life—I’d neglected. Success, I realized, was never meant to be my meaning.
This realization helped me slowly release the pressures of achievement, and embrace connection, creativity, and a vital new chapter—one where work mattered without being my whole world.
GOOD BOOKS 📚
GOOD PEOPLE ✨
GOOD BOOKS 📚 GOOD PEOPLE ✨
How It Works
Enrollment for the Winter 2026 Hustle to Heart cohort is sold out. Join the waitlist here to get notified when our next cohort goes live.
Every month, H2H enjoys a non-fiction book or podcast episode that explores the topic of outgrowing conventional success. Every book has an audiobook version for those who prefer to listen.
We gather on Zoom once a month for our monthly, 2-hour meeting. Our meetings are gently facilitated, with thought-provoking questions that help you reflect on the book and generate rich discussion.
Our monthly coaching worksheets distill each book’s insights into key frameworks and guided prompts—helping you craft a personalized plan to live from heart, not hustle, at a pace that feels right for you.
Between meetings, you can participate in a members-only H2H Discord chat, where you can share thoughts, celebrations, resources, and stay in touch in-between meetings.
ON OUR SHELF 📚
Hustle to Heart is the community you’ve been searching for if:
Community with like-minded, heart-led people
Reassurance that your longing for a life beyond striving is valid and shared
Motivation to take concrete, real-world steps that trade hustle for heart-centered living
Thought-provoking conversations that spark fresh insights and expand your view of what fulfillment can look like
Friendship and camaraderie with fellow achievers choosing this unconventional path
Continuous learning and growth in an intimate community that grows with you
You’re seeking:
Values of curiosity, learning, and personal growth
The bandwidth to engage with one book a month
The desire to share and to listen in balanced, open-hearted conversation
Respect for differing perspectives and the ability to disagree thoughtfully
The ability to participate in a video-on Zoom environment to foster community and connection
A commitment to creating a safe and confidential environment for sharing.
You’re bringing:
The Backstory
For over two years, I’ve hosted a non-fiction bookclub in Seattle—and it’s quickly become one of the greatest community experiences of my life.
Over time, what began as twelve strangers discussing ideas over a potluck dinner became much more: a space for rich vulnerability and deep friendship that spans far beyond our monthly meetings.
Firsthand, I’ve seen how powerfully an intimate bookclub can foster personal transformation, create community, and inspire lifelong connection. My goal is to create this same transformative experience in Hustle to Heart—and I hope you will join us!
Join us
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Join us 📚
When you join the Hustle to Heart Bookclub, you get:
📚 6 Curated 2-Hour Sessions
Our deep-dive discussions ignite powerful insights, foster camaraderie, and not only normalize, but encourage, stepping off the success hamster wheel for real fulfillment.
📚 Access to the Private Online H2H Community (Discord)
Between meetings, our Discord gives you a space to keep the conversation going, share resources, and get ongoing support.
📚 Monthly Coaching Worksheets
Coaching worksheets distill each book’s insights into memorable frameworks and guided prompts—helping you craft a concrete, personalized plan to trade hustle for heart.
📚 Authentic Connection and Conversation with Other Meaning-Seekers
This is a unique community where you can finally say no to the gospel of hustle and walk beside others choosing this brave, unconventional path.
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The Hustle to Heart Winter 2026 cohort is sold out. Join the waitlist to get notified when our next cohort is open for enrollment.
Questions?
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Yes. In order to ensure a vibrant, connected community environment, we ask that all members keep their videos on.
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Life happens—we totally get it! It’s okay to miss a meeting. If you miss three meetings, your space will be given to someone on the waitlist who can be a regular attendee, and your enrollment fee won’t be refunded.
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Discord is a messaging platform where we can stay in touch in-between meetings. You’re not required to use it, but it’s a great way to post reflections, share celebrations, and get to know each other better.
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No, members are responsible for getting their own books. Most of the books we read are available for rent at the library, and all are available via audiobook for those who prefer to listen.