Jory Stillman
About
I work with leaders, professionals, and coaches who are navigating complexity, transition, or consequential decisions and want a steady, thoughtful space to think clearly and move forward with integrity.
My work is grounded, whole-person, and evidence-informed. I partner with capable adults who are balancing real responsibility and want support that is both practical and human, without pressure or performance.
I’m the founder of ExpansiveCoach™, a whole-person coaching practice supporting leaders and coaches navigating complex seasons with clarity and steadiness.
Depending on the context, our work may focus on leadership, decision-making, values alignment, nervous system steadiness, or professional development. This is always with respect for your agency and the full complexity of your life.
In addition to leadership coaching, I’m an ICF Mentor Coach and have supported more than 150 coaches pursuing ACC, PCC, and MCC credentials. I bring assessment literacy, deep familiarity with ICF standards, and a calm, supportive approach to mentor coaching conversations.
If you’re here, you’re likely discerning whether this work and this container are the right fit.
I’m glad you’re taking the time to explore, and I look forward to connecting.
Gratefully,
Jory
I’m glad you’re taking the time to explore, and I look forward to connecting.
Gratefully,
Jory
Packages
Expansive Orientation™
A grounded, no-pressure conversation to explore fit, clarity, and what’s next in your leadership and work.
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The Expansive Leadership Conversation
A grounded, no-pressure conversation to explore fit, clarity, and what’s next in your leadership and work.
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Expansive Mentor Coaching™ Group & 1:1- Fit Conversation Fit Conversation
A brief, no-pressure conversation to explore your goals, answer questions, and see whether Expansive Mentor Coaching™ is the right fit for this season.
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Expansive Clarity Intensive™
The Expansive Clarity Intensive™ is a two-hour clarity experience for leaders and high-responsibility professionals navigating a consequential decision or internal shift. It includes a 90-minute deep session, written synthesis, and a 30-minute integration conversation. This is a steady, whole-person space to think clearly and move forward in alignment with what truly matters.
When Insight Isn’t Enough: ACT Skills for Coaches Working Through Stuckness and Complexity
- A 4-hour live, evidence-based ACT workshop for coaches who want to work more skillfully with stuckness, emotion, and complex client conversations.
- Earn 4 ICF CCE credits while learning practical tools to support movement when insight alone isn’t enough.
Testimonials
She takes the time to get to know her clients and their personal values - she truly cares about each of us. I not only realize moments of growth during our sessions, but have seen the long lasting approach her coaching has had on my life since.
- Carli Monterastelli (Arioto), Head of SDR, Monte Carlo
She consistently held me accountable to my goals, supporting me with additional resources drawn from her vast knowledge and extensive expertise to help me thrive, and her encouragement was also balanced with much-needed reminders to practice self-compassion and appreciate my progress along the way.
- Caitlyn Toretto, Senior Talent Development Program Manager @ Collectors
Jory is sensational! She has a remarkable ability to help me reflect on my journey traveled
giving me perspective on the progress I’ve made.
- A. E., 1st Sergeant at US Department of the Air Force
Jory has been my professional coach for close to 4 years through two companies. She has been instrumental in my career progression, helping me to be my best self, encouraging me to think about situations differently, and working with me through personal blockers.
- N. M. SVP, Product, User Experience - Pendo.io
Frequently Asked Questions
What is an ICF Coach?
The International Coaching Federation (ICF) is the leading global organization for coaches and coaching. ICF is dedicated to advancing the coaching profession by setting high standards, providing independent certification and building a worldwide network of trained coaching professionals."
ICF defines coaching as "partnering with clients in a thought-provoking and creative process that inspires them to maximize their personal and professional potential. The process of coaching often unlocks previously untapped sources of imagination, productivity and leadership."
ICF defines coaching as "partnering with clients in a thought-provoking and creative process that inspires them to maximize their personal and professional potential. The process of coaching often unlocks previously untapped sources of imagination, productivity and leadership."
What is the difference between an ACC, PCC and MCC Coach?
Each level reflects increasing experience and mastery in coaching!
1. ACC (Associate Certified Coach):
Entry-level certification.
Requires 60 hours of coach training and 100 hours of coaching experience.
2. PCC (Professional Certified Coach):
Mid-level certification.
Requires 125 hours of coach training and 500 hours of coaching experience.
3. MCC (Master Certified Coach):
Highest-level certification.
Requires 200 hours of coach training and 2,500 hours of coaching experience.
10 hours of mentor coaching.
Pass a rigorous skills review showing mastery.
1. ACC (Associate Certified Coach):
Entry-level certification.
Requires 60 hours of coach training and 100 hours of coaching experience.
2. PCC (Professional Certified Coach):
Mid-level certification.
Requires 125 hours of coach training and 500 hours of coaching experience.
3. MCC (Master Certified Coach):
Highest-level certification.
Requires 200 hours of coach training and 2,500 hours of coaching experience.
10 hours of mentor coaching.
Pass a rigorous skills review showing mastery.
Do I need a coach?
The short answer is: no. You are fully capable of getting where you want to go on your own. But, having intentional, focused support from an intuitive, trained, experienced and compassionate partner—someone who will challenge and encourage you—can help you reach your destination faster and in a way that feels more empowering and sustainable.
Coaching isn’t about giving you answers or telling you what to do. It’s about walking alongside you, helping you see new perspectives, and supporting you in attaining own goals and vision. With a coach, you don’t just reach your goals; you grow exponentially through the process and gain insights that you can apply to all areas of your life.
Coaching isn’t about giving you answers or telling you what to do. It’s about walking alongside you, helping you see new perspectives, and supporting you in attaining own goals and vision. With a coach, you don’t just reach your goals; you grow exponentially through the process and gain insights that you can apply to all areas of your life.
If I don't "need" a coach, then why hire one?
If you're ready to go deep, discover or uncover what’s been hiding, and make real changes in your life, a coach who’s unconditionally on your side and isn’t afraid to challenge you can help you get there faster, while also being present with where you are.
Consider coaching if this sounds like you:
- You feel stuck or at a crossroads: Unsure of your next step in life, work, or relationships.
- You have a vision but need direction: You know what you want but need help creating actionable steps.
- You crave accountability: A coach helps you stay focused and on track.
- You’re navigating a transition: Career, life stage, or personal shifts feel overwhelming.
- You want emotional resilience: Managing stress, building confidence, and self-awareness are your focus.
- You’re ready to challenge limiting beliefs: Coaching helps you identify and break through the thoughts that hold you back.What Does a Coach Offer?
Coaching doesn’t provide answers—it helps you find them.
Together, we’ll:
- Gain clarity on what truly matters to you.
- Feel supported through life’s challenges with a trusted partner.
- Take action that leads to meaningful, lasting change.
Consider coaching if this sounds like you:
- You feel stuck or at a crossroads: Unsure of your next step in life, work, or relationships.
- You have a vision but need direction: You know what you want but need help creating actionable steps.
- You crave accountability: A coach helps you stay focused and on track.
- You’re navigating a transition: Career, life stage, or personal shifts feel overwhelming.
- You want emotional resilience: Managing stress, building confidence, and self-awareness are your focus.
- You’re ready to challenge limiting beliefs: Coaching helps you identify and break through the thoughts that hold you back.What Does a Coach Offer?
Coaching doesn’t provide answers—it helps you find them.
Together, we’ll:
- Gain clarity on what truly matters to you.
- Feel supported through life’s challenges with a trusted partner.
- Take action that leads to meaningful, lasting change.
What does a coaching session look like?
How Coaching Works
Coaching is client-led and coach-supported. As your coach, my role is to ask powerful questions, offer reflections, and help you create a plan of action that aligns with your values. Together, we co-create a safe space for exploration, where you can:
Gain new perspectives on old patterns.
Identify and challenge limiting beliefs.
Tap into your innate creativity and resourcefulness.
Take actionable steps toward your desired outcomes.
In each session, you set the agenda based on what is most important to you at that moment. Whether you’re seeking short-term support or embarking on a longer journey, coaching is a dynamic and flexible process that evolves with your needs.
Coaching is client-led and coach-supported. As your coach, my role is to ask powerful questions, offer reflections, and help you create a plan of action that aligns with your values. Together, we co-create a safe space for exploration, where you can:
Gain new perspectives on old patterns.
Identify and challenge limiting beliefs.
Tap into your innate creativity and resourcefulness.
Take actionable steps toward your desired outcomes.
In each session, you set the agenda based on what is most important to you at that moment. Whether you’re seeking short-term support or embarking on a longer journey, coaching is a dynamic and flexible process that evolves with your needs.
Is Jory just like all of the other people calling themselves a coach?
What sets me apart as a coach is the deep well of experience I bring to every session. With over 4,500 hours of professional coaching since 2008, I walked and continue to walk the path of professional and personal transformation. I hold the Master Certified Coach (MCC) designation with the ICF and am committed to the ongoing development of the profession and the importance of ethics in the field.
Drawing on my extensive experience and personal journey, I bring compassion, intuition, deep listening, and a commitment to best coaching practices to our work. I’ve lived through life’s messy transitions—navigating career shifts, overcoming depression and anxiety, finding joy in unexpected paths,—and I use those experiences to meet you exactly where you are.
Coaching with me means having a partner who understands life's complexity and is committed to helping you access your most resilient self, even when the road feels uncertain. We’ll work together to create a plan that feels authentic to who you are and where you want to go.
Drawing on my extensive experience and personal journey, I bring compassion, intuition, deep listening, and a commitment to best coaching practices to our work. I’ve lived through life’s messy transitions—navigating career shifts, overcoming depression and anxiety, finding joy in unexpected paths,—and I use those experiences to meet you exactly where you are.
Coaching with me means having a partner who understands life's complexity and is committed to helping you access your most resilient self, even when the road feels uncertain. We’ll work together to create a plan that feels authentic to who you are and where you want to go.
Why do coaches need mentoring?
ICF coaches need mentoring because it’s an essential part of their professional growth and development. Here are a few key reasons:
1. Certification Requirements: ICF requires coaches seeking their ACC, PCC, or MCC credentials to complete mentor coaching as part of their certification process. It ensures coaches meet ICF's high standards of professionalism and competency.
2. Skill Refinement: Mentoring helps coaches sharpen their skills by receiving feedback from experienced, credentialed coaches. This is crucial for coaches who want to elevate their practice and move toward ICF certifications like ACC, PCC, or MCC.
3. Ongoing Growth: Coaching is a lifelong learning journey like any profession. Mentor coaches help newer coaches grow in their understanding of core competencies, ethics, and best practices, allowing them to continue improving.
4. Objective Feedback: A mentor coach provides an outside perspective, helping coaches identify blind spots and areas where they can refine their techniques or approach. This feedback leads to greater self-awareness and effectiveness as a coach.
1. Certification Requirements: ICF requires coaches seeking their ACC, PCC, or MCC credentials to complete mentor coaching as part of their certification process. It ensures coaches meet ICF's high standards of professionalism and competency.
2. Skill Refinement: Mentoring helps coaches sharpen their skills by receiving feedback from experienced, credentialed coaches. This is crucial for coaches who want to elevate their practice and move toward ICF certifications like ACC, PCC, or MCC.
3. Ongoing Growth: Coaching is a lifelong learning journey like any profession. Mentor coaches help newer coaches grow in their understanding of core competencies, ethics, and best practices, allowing them to continue improving.
4. Objective Feedback: A mentor coach provides an outside perspective, helping coaches identify blind spots and areas where they can refine their techniques or approach. This feedback leads to greater self-awareness and effectiveness as a coach.
What is "Journal-Based Coaching"
If you opt-in to “Journal-Based Coaching,” you will join a weekly call and receive a new journal prompt each week. Daily journaling on a secure and private platform will deepen your coaching experience, and you will likely make more significant strides quickly! I will interact with you daily, encouraging you to reflect and explore even more.
Let's Connect