Private Coaching
When striving no longer delivers the fulfillment it promised, coaching helps you find meaning and purpose beyond conventional success—and step into a new chapter that’s radically alive.
Let me say this loud and clear:
Your disenchantment with the hustle isn’t a failure or a flaw.
Your dissatisfaction with striving isn’t a figment of your imagination, a sign of laziness, or ungratefulness.
You’re not “crazy” for feeling unfulfilled by achievement.
You’re not “lazy” for being unwilling—or straight-up unable—to keep up the grind.
Whether you arrived here by way of burnout, an existential crisis, a loss, or an interrogation of your deepest values—
this is an initiation into someplace deeper: into a more meaningful and vital chapter of life. And I’m here to support you through that transition every step of the way.
That quiet voice inside that says there’s got to be more to life than this? It’s telling the truth.
We’re taught that success equals happiness—but research shows that striving and achievement don’t lead to lasting fulfillment.
(They do lead to burnout, disconnection, stress, and lack of meaning…but something tells me I don’t need to tell you that.)
You’re a meaning-seeker. You crave connection, community, creativity, awe, and presence—and you’re ready to stop sacrificing them at the altar of striving.
Respectfully, you’re not here to “find work-life balance.” You’re not here to “beat burnout” just to return to same, exhausting grind.
You’re here to de-center work as your meaning, your identity, and your North Star.
You’re here to create a new blueprint for living. To trade hustle for heart. To step into a new chapter that is radically alive.
I’m Hailey. I help disenchanted high achievers find meaning and purpose beyond conventional success.
After years of striving, the success I’d worked so hard for began to feel hollow—and my heart longed for something deeper.
I grew up believing that success was the key to fulfillment. As a bullied kid, achievement was the one thing that had always made me feel seen—so I never questioned the story.
I built a booming coaching business with hundreds of thousands of followers, a six-figure book deal, and features in The New York Times. On paper, I was living the dream.
But behind the scenes, I was burnt out, depressed, and meaning-starved. I kept on this way for years—waiting for a satisfaction that never came—until, at the peak of my career, a series of devastating losses changed everything for me.
This is the story of how hitting rock bottom became the key that set me free from the cage of conventional success—and gave me the courage to build a life abundant with connection, purpose, and heart on the other side.
“I remember clearly how lost I felt before our first call. The series of thought-provoking questions you asked throughout the coaching process helped me transform faster than I ever thought possible. I'm shocked and amazed at how in alignment my life feels now. Thank you, Hailey. You’re an expert at what you do.”
— Ed
THIS COACHING IS FOR YOU IF YOU’RE:
A successful leader
who has hit every milestone and earned every title—but still feel like something’s missing. You want to stop prioritizing your career at the expense of your life, and begin a new chapter that makes space for your wholeness.
A driven entrepreneur
who has built the dream business—but while the recognition, flexible schedule, and financial wins might look great on paper, they leave you overworked and under-fulfilled. You want to remember what life holds beyond your business.
A gold star collector
who has built an identity around achievement—and you’re finally asking: “What do I want?” External validation hasn’t given you internal fulfillment, and you’re ready to rediscover what lights you up beyond the striving.
A respected influencer
with tons of followers, but a dwindling sense of self. Being a brand, turning life into content, and being addicted to the apps has drained your vitality. You’re ready to stop prioritizing appearances and start prioritizing your quality of life.
HOW WE DO IT: THE HUSTLE TO HEART FRAMEWORK
Our coaching sessions use my signature 5-pillar coaching framework, guiding you from hollow disenchantment to a meaningful life rooted in your deepest values.
Transition Mapping for Normalization and Grounding
The shift from hustle to heart rewrites the values, beliefs, and identities we’ve held for decades. These transitions can feel disorienting, but they follow recognizable phases and patterns—and coaching gives you a map through this unfamiliar terrain. We’ll bring clarity to where you are in the transition cycle and offer the best practices to ground you, support you, and spark insight through each stage.
Meaning Work for Vision and Direction
What constitutes a meaningful life? A life you’ll remember on your deathbed, and trust was well-lived? Together, we help you get clear on your meaning—your True North—and ensure that your new chapter embodies it. Research shows that a meaningful life is built on Belonging, Purpose, Transcendence, and Storytelling, and we’ll unlock the personal balance of these four elements that brings you the greatest fulfillment.
Values Work for Clarity and Decision-Making
Your values are the core principles that shape your sense of what's important. Together, we’ll excavate your core values so that you can navigate toward a heart-led life—even when the next step feels uncertain. Your core values will give you the clarity you need to make heart-led decisions; determine your priorities; set empowered boundaries; and move forward with integrity.
Parts Work for Self-Compassion and Courage
Letting go of old success narratives can stir up anxiety, fear, and inner conflict. One part of you wants what’s safe and familiar; another part wants to trust your gut and break free. Together, we’ll listen for, and soothe, all of your parts—especially the ones that are concerned—to create space for your values, not your fears, to lead the way.
Solution-Focused Coaching for Motivation and Real-World Change
Once your blueprint for your heart-centered chapter is clear, we’ll make sure you have the tools, motivation, and concrete steps to get there. We’ll also get practical—exploring things like finances, logistics, and how to navigate relationships with people who may not understand your new path. This phase gives you the structure and accountability to turn your insights into lasting change.
coaching gives you:
A DEEPER SENSE OF MEANING
You’ve interrogated what matters most and made it the North Star of your new chapter— whether that’s connecting to the people you love, having soulful impact that makes a difference, or being fully present for the moments that make you feel alive.
RICHER, CONNECTED RELATIONSHIPS
You’ve always had a lot to give. Now, it’s going to the people that really matter. Whether you’re fully present with your kids, proactive with your friends, or showing up with intention in your community, heart-centered connection is center stage.
REKINDLED PASSION & CREATIVITY
You’ve stepped off the hedonic treadmill and get to rediscover passion and creativity in service of your joy—not in service of someone else’s definition of success. When your fire isn’t being exploited for the hustle, your creative life ignites.
PRESENCE & CALM
Finally, you’re slowing down, breathing deep, and savoring the moments: sunlight through the changing leaves. Belly laughter with a friend. Garlic sizzling in the pan. As far as we know, we only get one life—and now, you trust that you’re really here for it.
A RIGHT-SIZED RELATIONSHIP WITH WORK
Your relationship with work aligns with your values—not opposes them. Whether that means switching careers, pivoting within your industry, or creating a work/life balance that actually sticks, work is no longer your life; it’s a part of your life.
ALIGNMENT & INTEGRITY
The dissonance of trying to thrive in a life and values system you’ve outgrown is gone. You’re proud to say that your inner truth and outer world line up.
“With Hailey’s support and guidance, I know what it feels like to tap into my instincts and values. Increasingly, I use those inner signals—rather than the cues I take from others—to guide my decisions. Thanks to Hailey, I’m a better and freer me. I recommend her every chance I get.”
—Hilary
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THREE WAYS TO WORK WITH ME:
Hustle
to
Heart
1) Hustle to Heart
A 6-Month Transformational Coaching Experience
Hustle to Heart is for disenchanted high achievers who are ready to find meaning and purpose beyond conventional success—and take the leap into a new chapter that is radically alive.
With one-on-one coaching, tailored action steps, and hands-on guidance through my Hustle to Heart framework, you’ll gain the clarity and courage to redefine success on your own terms, not the terms your family or culture set out for you. Together, we’ll explore the big questions—What do I deeply value? What would my most meaningful life entail?—and ensure the answers take center stage in the life you’re building.
Immersed in a regular environment where divesting from conventional success is not just accepted, but celebrated, you’ll develop the self-trust and bravery to go against the grain and take bold steps toward a new, heart-led chapter.
This package includes:
12, high-impact Zoom coaching sessions: Energizing and collaborative 50-minute experiences designed to spark clarity, build inspiration, and move you forward with intention.
Strategic action steps after every session: You’ll walk away from each coaching session with tailored, doable action steps that translate your insights into meaningful, real-life change.
Email support in-between sessions: You don’t have to wait for your next session to get support. Ask questions or share wins in real-time via email.
The Core Values Compass Assessment: A powerful assessment tool that gets you crystal clear on the values that will guide your journey, inform your decisions, and set your priorities.
The Hustle to Heart Journaling Workbook: Containing 30+ journaling prompts and a selection of coaching frameworks, this workbook helps you quiet the noise and reconnect with your truth.
The Hustle to Heart Resource Library: A hand-picked collection of books and podcast episodes that educate, inspire, and build camaraderie with other meaning-seekers in transition.
Your Investment: $479/month for a minimum of 6 months, with payments due on the first of each month.
Strategic Planning for Joy
A 3-Month Transformational Coaching Experience
2) Strategic Planning for Joy
Strategic Planning for Joy is perfect for passionate doers who are done pouring all of their planning energy into work, and want to start bringing their fire and delight to their soul’s favorite side projects.
This 3-month guided experience helps you discover what becomes possible when you bring the same level of vision, intentionality, and big-picture thinking that you bring to work to the non-work pursuits that you love—like your friend group. Your folk band. Your book club. Your travel goals.
Together, we’ll get clear on a project, pursuit, or community that brings you alive—map out an intentional plan to nurture it—and build in regular structure so that your joy is a priority, not an afterthought.
This package includes:
6, high-impact Zoom coaching sessions: Energizing and collaborative 50-minute experiences designed to spark clarity, build inspiration, and move you forward with intention.
Strategic action steps after every session: You’ll walk away from each coaching session with tailored, doable action steps that translate your insights into meaningful, real-life change.
The Hustle to Heart Journaling Workbook: Containing 30+ journaling prompts and a selection of coaching frameworks, this workbook helps you quiet the noise and reconnect with your truth.
The Hustle to Heart Resource Library: A hand-picked collection of books and podcast episodes that educate, inspire, and build camaraderie with other meaning-seekers in transition.
Your Investment: $447/month for a minimum of 3 months, with payments due on the first of each month.
Create Your Core Values Compass
3) Create Your Core Values Compass
A 2-Hour Consultation for Clarity and Direction
This 2-hour consultation is perfect for those who are just beginning to suspect that they’re outgrowing conventional success: who are seeking a powerful starting point for change, without necessarily taking the leap just yet.
When you know what truly matters to you deep down, the path forward becomes clearer—and it gets easier to let go of what no longer aligns. That’s why identifying your core values is a pivotal step in the process of transitioning from hustle to heart.
In this in-depth consultation, we’ll use a blend of assessment tools, powerful questions, and deep reflection to get crystal clear on the values that drive you.
You’ll leave our session with your personalized Core Values Compass; an actionable roadmap for living in alignment with your values starting today; and post-session reflection prompts that help you continue your discovery and take aligned action forward.
This package includes:
One, high-impact 120-minute consultation: A thought-provoking and in-depth session with powerful questions, tools, and reflections to clarify and define your core values.
Strategic action steps after your session: You’ll walk away from our consultation with tailored, doable action steps that translate your insights into practical change.
Pre- and post-session reflections: Depth-centered reflection prompts help you prepare for our session and integrate all you’ve discovered afterwards.
The Hustle to Heart Resource Library: A hand-picked collection of books and podcast episodes that educate, inspire, and build camaraderie with other folks in transition.
Your Investment: One-time payment of $479 due at time of scheduling.
COACHING WITH ME IS:
#0: Not therapy.
Therapy traditionally centers understanding the past, fixing problems, and addressing emotional distress and mental health concerns. Coaching is a desire-driven, future-focused, and actionable process—an uplifting space where you can slow down and get inspired about designing a life that aligns with your values.
#1: Possibility-driven, not problem-driven.
Our sessions focus on what excites you, rather than what’s “wrong” or needs fixing. By shifting the lens from limitations to opportunities, we help you see new paths and build a life that honors your deepest values.
#2: Actionable, not abstract.
We transform your lightbulb moments into concrete action steps so that you’re walking the walk, not just talking the talk.
#3: Provocative, not passive.
I meet you where you are—but I won’t let you stay there. With warmth and candor, I invite you to think more expansively and challenge your limiting beliefs. I know you are capable of depth, courage, and transformation.
#4: Self-honoring, not self-improving.
You don’t need to improve yourself. You need permission to listen to the self that’s dying to break free. We help you strip away external pressures and get inspired to live in a way that’s aligned with who you are.
My Credential & Training
I hold a Professional Certified Coach credential from the International Coaching Federation (ICF). ICF-credentialed coaches meet stringent requirements for education, coaching experience, and adherence to the ICF Code of Ethics.
I was trained as a coach at Erickson Coaching International, Winner of the 2024 ICF Impact Award for Distinguished Global Coaching Education Provider.
Frequently Asked Questions
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I host private coaching sessions on Tuesdays, Wednesdays, and Thursdays from 11am—3pm Pacific Time.
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You get to decide whether you’d like to have your sessions on a weekly or every-other-week basis. Most of my clients prefer to have sessions every other week so they have time in-between for journaling, reflection, and completing their action steps.
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Yup! I’ll send you all of the information you need to log-in and get set up prior to our first session.
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Payment plans are available for private coaching. Financial aid is not available for private coaching.