People-Pleasing Coaching
Hands-on support breaking the people-pleasing pattern
and mastering the art of self-advocacy.
Is this you?
→ You’re ready to start speaking up for your needs in your relationships—without letting fear hold you back
→ You’re ready to stop over-giving and set empowered boundaries that protect your emotional, physical, and spiritual well-being
→ You’re ready to make decisions based on your own values and intuition instead of guilt, obligation, and others’ demands
→ You’re ready to trust your gut and give yourself permission to outgrow relationships, jobs, or ways of life that no longer work for you
→ You’re ready to lovingly detach with emotional boundaries so that others’ feelings and problems stop dictating your life
→ You’re ready to strengthen your resilience to guilt and self-doubt so you can advocate for yourself with courage, conviction, and confidence
→ You’re ready to break the cycle of over-work and prioritize joy, play, and creativity for a more vibrant life
If so, you’re in the right place.
I’m Hailey, the author of Stop People-Pleasing and Find Your Power. For nearly a decade, I’ve help people set empowered boundaries and master the art of self-advocacy.
Private coaching is an encouraging and empowering space where we turn your desire to stop people-pleasing into action. We’ll support you as you develop the confidence and tools you need to:
Set empowered boundaries with grace and confidence
Release responsibility for others’ emotions
Boldly advocate for your needs in your relationships
Navigate conflicts with self-respect and integrity
Prioritize balance, play, creativity, and rest
Take action steps toward your own desires & dreams
"Signing up for coaching with Hailey was a life-changing decision. Her knowledge, wisdom, warmth, and empathy made each session so valuable! I’ve done therapy many times over the years, but never felt as seen and understood as I did with Hailey. If you want to stop people-pleasing but don’t know where to start, I highly recommend working with her."
— Olivia, Psychologist
Private coaching includes:
💻 High-impact, 50-minute Zoom coaching sessions.
Our Zoom coaching sessions are uplifting, inspiring, and creative experiences. Combining visioning, role play, values work, parts work, and hands-on strategizing for real-life change, coaching sessions guide you to envision—and embody—a new, empowered way of life.
✅ Weekly action steps and accountability for real-life change.
We end every coaching session by assigning you customized action steps to enact that week. Whether it’s setting a boundary, taking care of long-neglected needs, or carving out sacred time for rest or play, weekly action steps help you transform your desire to grow into real-life change.
💪🏻 One-year enrollment in The Self-Advocacy School.
The Self-Advocacy School is my 22-course, self-paced masterclass that teaches you how to overcome people-pleasing, nurture a vibrant relationship with you, and stand up for yourself with conviction — all without losing the empathy that makes you who you are.
📩 Support between sessions with Monday—Friday email assistance.
Want guidance navigating a conflict? Need a boundary-setting pep talk? With Monday—Friday email assistance, you get all of the support you need in-between sessions to stay strong, confident, and on track with your coaching goals.
My Clients Are Saying:
“Working with Hailey changed my life. Every week I walked away with real tools I could put into practice to reach my personal goals and live a more fulfilled and authentic life. After completing sessions I feel more confident, capable, and in control than I ever have.”
— Eileen, Teacher
“This exceeded my expectations. I was hesitant at first with the financial commitment, but what I learned in my time with Hailey was worth every penny! Felt like I gained a new friend along the way and I couldn’t recommend her enough. She has a huge heart and is committed to helping you thrive!”
— Rachael, Olympic Athlete
“Hailey has an incredible gift for making her clients feel comfortable, understood, and validated. This allowed me to very quickly feel safe having vulnerable conversations and getting to the heart of what I wanted to work on. She helped me envision my future and feel more control over my own life.”
— Jamie, Graphic Designer
“Working with Hailey helped me gain so much clarity about my vision and taught me the significance of valuing my whole self. I’ve learned I can trust myself; I don’t need to hide parts of myself to please others. I’ve learned how I can use boundaries effectively, in order to stay true to myself and my dreams.”
—Regina, Self-Employed
TWO ways to work with me:
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The Break the Pattern Package
A 6-Month Transformational Coaching Experience
Break The
PATTERN
This one’s for you if you’re seeking long-term support to speak up, set boundaries, and become your own best advocate. Over six months, we will unearth your needs, desires, and values; practice concrete skill-building for self-advocacy in your personal life, relationships, and workplace; learn coping strategies for soothing guilt, fear, and self-doubt; and build a inspired vision for the future that motivates you as you break the people-pleasing pattern.
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12 bi-weekly, 50-minute private coaching sessions held on Zoom
Customized action steps at the end of every session
Monday-Friday email support in-between sessions
One-year enrollment in The Self-Advocacy School
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The investment for this program is $474/month for 6 months.
The Get Unstuck Package
A 3-Month Transformational Coaching Experience
GET
UNSTUCK
This one’s for you if you need help navigating a specific people-pleasing challenge in a relationship, workplace, or family setting. Over three months, we’ll help you get crystal clear on your needs and values; build the confidence and motivation you need to take empowered action; determine how to move forward based on self-esteem instead of other-esteem; and create a concrete plan for proceeding grounded in strength, self-respect, and integrity.
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6 bi-weekly, 50-minute private coaching sessions held on Zoom
Customized action steps at the end of every session
Monday-Friday email support in-between sessions
One-year enrollment in The Self-Advocacy School
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The investment for this program is $474/month for 3 months.
My Credential & Training
Holding a credential from the International Coaching Federation (ICF) and certified by Erickson Coaching International, I bring over a decade of experience supporting individuals, groups, and organizations through periods of meaningful change.
I’m the author of Stop People Pleasing and Find Your Power (2024, Simon & Schuster) and my work has been featured in The New York Times, The Gottman Institute, and Vox. My work spans private coaching, group programs, and corporate partnerships, and I’ve facilitated workshops in conjunction with WeWork, Mindvalley, Women in Music, and more.
Ready to apply?
Frequently Asked Questions
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Coaching is a thought-provoking and creative process that inspires clients to maximize their potential and create long-lasting behavior change. It focuses on visioning, skill-building, enhancing confidence, and moving toward the client’s desired future. Coaching is action-oriented, and every session concludes with clear, tangible steps that clients take in-between sessions to get closer to their goals.
Therapy emphasizes psychopathology and healing from the past. It focuses heavily on developing skills for managing difficult emotions, coping with hardships, and healing past traumas. Therapy is a better fit for individuals hoping to treat mental illness; process trauma; or uncover the origins of their people-pleasing.
Coaching is not a good fit for individuals embedded in abusive relationships; individuals seeking to diagnose mental health concerns; individuals seeking support for mental illness; or individuals whose primary goal is to heal their trauma or understand the origins of their people-pleasing.
Coaching is a great fit for motivated individuals seeking private, supportive, and highly-customized assistance breaking the people-pleasing pattern. As your coach, I will work collaboratively with you to practice coming home to your own needs, wants, and feelings; to generate powerful action steps in support of your goals; to identify paths forward that align with your integrity and values; and to hone your unique talents, gifts, and skills.
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I host private coaching sessions on Tuesdays, Wednesdays, and Thursdays from 11am—3pm Pacific Time, and Mondays from 11am—1pm 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 completion of 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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Two- or three-installment payment plans are available for private coaching. Financial aid is not available for private coaching, but The Self-Advocacy School offers an affordable options for folks seeking hands-on support.