A compass you can trust THROUGH TRANSITION
Private Coaching
Coaching gives you the clarity to know what you want next—and the courage to take the leap and build the life that’s calling you.
You’ve been changing—and the tension between your inner truth and outer life has become impossible to ignore.
Inside, you’re thinking:
“From the outside, everything looks fine. But inside, I feel hollow.”
“I’m terrified to make a change—but I don’t want to live like this anymore.”
“The world tells me that this is what happiness looks like, but I want something deeper.”
“My life feels so disconnected from the things that really matter.”
“I don’t know what’s next—but I know I can’t keep living like this.”
“I only get one life—and I don’t want to spend it this way. It’s time for a change.”
“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 literally shocked and amazed at how in alignment my life feels now. Thank you Hailey. You are an expert at what you do!” — Ed
Private coaching helps you find clarity and courage as you:
Rethink your career.
You’ve been feeling burnt out, misaligned, or purposeless. You think it might be time to rewrite your relationship with work and success—and choose a path that feels more like you.
Consider ending a relationship.
You think you might be ready to end a meaningful relationship that’s been a source of turmoil—and begin the process of rediscovering yourself.
Let go of an old belief system.
Your old faith or ideology no longer rings true, and you’re craving solid ground as you reconstruct your morals, values, and sense of meaning.
Make a major lifestyle change.
You’re letting go of an old identity. Chasing a long-buried dream. Choosing a non-traditional path. And as you go against the grain, you want structure and support.
I’m Hailey. One day, I was forced to admit that I had changed—and the life I’d built wasn’t the life I wanted anymore.
In my early 30s, a series of painful losses shifted my sense of what really mattered. I had built my life around success, striving, and others’ expectations—but it all rang hollow now.
I realized I could keep pasting on a smile and doing what was familiar—feeling empty, depressed, and disconnected from meaning—or I could take the risk and find a path that was more reflective of my values. More alive. More me.
Through the wild terrain of transition—through inner conflict, lostness, and storms of doubt—here’s how I left a life that looked good on paper to build a life that actually felt good: one rooted in heart, connection, and community.
Inner conflict? Identity crisis? Fear? Disorientation?
You’re right where you’re supposed to be.
Welcome to the wild terrain of transition—where discomfort is a sign that you’re doing it right. Here:
🧭 Inner conflict means you’re letting your whole self speak.
🧭 Identity crisis means you’re listening for your authentic self—not the self the world tells you to be.
🧭 Disorientation means your mind is expanding beyond the bounds of old limiting beliefs and worldviews.
🧭 Fear means you’re getting brave enough to take risks and pursue meaningful change.
Coaching with me isn’t about “quick fixes,” “five steps to success,” or racing towards a fixed outcome.
It’s about using in-depth reflection, proven frameworks, and compassionate guidance to help you listen for the self that is emerging through the process of transition: not the self your culture or loved ones told you to be.
Together, we excavate your inner wisdom and let it lead as you transition into the new chapter that is calling you: a chapter that is values-driven, meaning-powered, and radically alive.
HOW WE DO IT:
THE PATHFINDER PROCESS
My 5-pillar Pathfinder Process guides you through transition, giving you the clarity and courage you need to bring your outer world into alignment with your inner truth.
1. Transition Mapping for Normalization and Grounding
Though transitions can feel disorienting, they follow recognizable phases and patterns—and coaching gives you a map through this unfamiliar terrain. Every phase of the journey—whether it’s the conflicted ending, the confusing in-between, or the new beginning—carries wisdom and opportunities for transformation. 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.
2. Meaning Work for Vision and Direction
Together, we help you explore your meaning—your True North—your “why.” Your meaning gives your journey an overarching direction, even when the final destination and specifics are unclear. Research shows that a meaningful life is built on four pillars—Belonging, Purpose, Transcendence, and Storytelling—and together, we’ll unlock your unique Meaning Blueprint: the personal balance of these four elements that brings you the greatest fulfillment.
3. Values Work for Clarity and Decision-Making
Your values are the core principles that shape your sense of what's important in life. Together, we create your Core Values Compass so you can navigate toward what matters most moment-to-moment—especially when the next step feels uncertain. Your compass gives you the clarity you need you make aligned decisions; determine priorities; set empowered boundaries; and move forward with integrity.
4. Parts Work for Self-Compassion and Courage
It’s normal for transitions to stir up anxiety, fear, and inner conflict: where one part of you wants one thing, but another part wants something else. Together, we’ll listen for, and soothe, all of your parts—especially the ones that are afraid—to create space for your values, not your fears, to lead the way. Fear may still arise from time to time—but when you know how to hold it, it no longer needs to dictate your path.
5. Solution-Focused Coaching for Motivation and Real-World Change
Once your destination comes into view, we’ll make sure you have the tools, motivation, and plan to get there. Together, we’ll pair your big-picture vision with concrete, doable steps so you can start living your values every day. 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.
Private coaching gives you:
NORMALIZATION OF WHERE YOU ARE
Transition can feel destabilizing, and many people believe they “shouldn’t” feel this way, or that they’re somehow “doing it wrong.” Our work assures you that what you’re experiencing—even disorientation and uncertainty—is not only natural, but a necessary part of the process.
CLARITY & CONFIDENT DECISION-MAKING
One of the hardest parts of transition is making decisions about whether to stay or leave, what comes next, and how to move forward. Our work together equips you with tools and frameworks to find clarity and make grounded, values-based decisions.
SUPPORT DREAMING AND DESIRING
Our minds are wired for problem-solving, but the coaching process invites imagination. Our work together offers a dedicated, structured space where I’ll guide you in exploring your dreams, desires, and vision of the future.
GROUNDED COMPANIONSHIP
Transition can be a period of profound psychological reorganization, and my clients find it deeply comforting—and reassuring— to have an ongoing witness as their identity, values, and beliefs evolve.
SELF-COMPASSION & INNER ALLYSHIP
Big changes can stir up self-judgment, doubt, and fear. In coaching, we use Parts Work to cultivate self-compassion so you can meet every part of yourself with understanding, and become your own greatest ally through change.
RADICAL SELF-CONNECTION
Coaching helps you get crystal clear on—and spend regular time with—the person that you are, not the person your world, family, or culture told you to be. In our fast-paced world, coaching offers a consistent space to discover and connect with your deepest self.
“Leaving my marriage felt like free-falling. I had no idea where I was going. I just knew I couldn’t live like that anymore. Coaching with you was a godsend because it gave me solid ground when everything else was changing. You made all of my complicated emotions make sense and you helped me rediscover who I was. Thank you so much!” — Ellen
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THREE WAYS TO WORK WITH ME:
Pathfinder
1) Pathfinder
A 6-Month Guided Passage Through Transition
Pathfinder is for those who are ready to take the next, brave step and commit to the process of transition: who are ready to take the leap and design a life that reflects their values and deepest sense of meaning.
In this 6-month intensive coaching experience, I’ll walk beside you through the process of change. We’ll bring clarity to where you are in the transition cycle, offer practices to support you through each stage, and explore how external shifts are mirroring profound internal changes to your identity, values, and beliefs.
Together, we’ll explore the big questions—Who am I becoming? What do I deeply value?—and equip you with the clarity to define the path forward on your own terms. When you’re ready, we’ll help you take brave action to shape your life around what matters most.
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 Pathfinder Journaling Workbook: A journaling practice is encouraged throughout transition, and these 30+ prompts will help you quiet the noise and reconnect with your gut and heart.
The Pathfinder Resource Library: A hand-picked collection of books and podcast episodes that educate, inspire, and help 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 Guided Passage for Those Transitioning from Achievement to Enjoyment
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: who 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 Pathfinder Journaling Workbook: A journaling practice is encouraged throughout transition, and these 30+ prompts will help you quiet the noise and connect with your gut and heart.
The Pathfinder Resource Library: A hand-picked collection of books and podcast episodes that educate, inspire, and help build camaraderie with other folks 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 consultation is perfect for those who are just beginning to suspect that they’re outgrowing their old lives: 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 pathfinding through the process of transition.
In this in-depth, 2-hour 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 Pathfinder 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.
You don’t have to wander through the wilds of transition alone. Apply here to walk beside someone who knows the terrain.
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.