Find Your True Path. Reconnect with Your Joy. Remember Your Magic.

Hi, I'm Lee, and I've been coaching clients through major career, life, and relationship transitions to help them dig deeper into why they make the decisions they do and how to shift. With over six years of professional coaching experience, I've come to believe that transitions aren't problems to solve. They're doorways to unlocking a better life. My job is to help you walk through them.

Start with a Free Clarity Call

What Clients Say About Enneagram Coaching with Lee

  • “Lee’s typing session alone helped me finally understand my relationship patterns! I've learned so much from Lee especially concerning instinctual stackings and how to work on my blindspot. She makes everything very approachable, fun, and her passion for all things Enneagram is palpable and encouraged me to keep learning!”

    — Thaïs L.

  • Close-up of green fern leaves with detailed texture.

    “Lee has guided me through the Enneagram, and as a result, I’ve found tremendous insight and personal growth. I highly recommend her; she has a rare mix of approachable wisdom and humor. I’m excited to dig into her rituals. As a type Three, my biggest transformation was getting in touch with what I really want. Lee helped me slow down and reminded me to stop ‘shoulding’ all over myself.”

    — Verity K.

  • Abstract art with swirling patterns and earthy colors

    “Lee is one part Enneagram nerd, one part badass, and 100% supportive. Talking to her about the Enneagram feels like happy hour with an old friend -- playful, funny, a little snarky, and always enlightening. I love her approach. She treats it not as a subject to master but a tool for self-discovery and growth, with a good amount of humor thrown into the mix.”

    — Sarah T.

  • Assorted colorful flowers and leaves on a dark background

    “Lee’s depth of knowledge and passion for the subject combine to make her an incredible Enneagram maven and resource. She is intuitive and pragmatic, intent on making the insights applicable to life and work; meanwhile, her realness is refreshing, embracing the shadow work because she knows that’s where the greatest impact stands to be made. Above all, she makes it easy and enjoyable to learn and understand.”

    – Brooke T.

Enneagram Coaching with Lee Milligan for Self-Discovery and Navigating Life Transitions

The Enneagram isn't a personality label. It's a map of your core motivations, your blind spots, your patterns under pressure, and your genuine path to growth. Here's what that looks like in practice:The Enneagram isn't a personality label. It's a map of your core motivations, your blind spots, your patterns under pressure, and your genuine path to growth. Here's what that looks like in practice::

Deepen Self-Awareness and Compassion
Understand your core motivations and blind spots while cultivating kindness toward yourself and others.

Navigate Life Transitions with Clarity
Gain support and insight as you move through career shifts, relationship changes, or other major life events.

Align Actions with Purpose for Lasting Change
Break old patterns, create empowering habits, and live in alignment with your goals and values.

SIngle Coaching Deep Dive Sessions
A focused, intensive 2-hour session designed to help you gain clarity, explore challenges, and create immediate momentum.


Season of Change Coaching Package
A 6-month coaching journey with 12 private 60-minute sessions to help you navigate transitions, deepen self-awareness, and build sustainable change. Tailored to your Enneagram type and current life season with personalized practices, follow-up support, and optional Voxer access between sessions.


Enneagram Insights for Any Relationship
Explore in this private 2-Hour session the dynamics between you and another person— partners, siblings, parents, or friends. Understand your types, communication patterns, conflict styles, and ways to support each other more effectively.


Enneagram Typing Session
Discover your Enneagram type through a personalized, interactive session that includes your wing, tritype, and instinctual stacking. Gain insights into your strengths, challenges, and growth opportunities.


Not sure where to start?
Book an Enneagram Typing Session to discover your type or Book a Free Coaching Clarity Call to explore how we can best path for your goals.

Ways We Can Work Together

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Free Coaching Clarity Call

Book a 30 minute complimentary Coaching Clarity Call. We will discuss your goals and see if we’re a good fit to work together. I’ll also answer any questions you have about coaching, my process, or the Enneagram.

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Enneagram Typecast

Check out my podcast the Enneagram Typecast, where we advocate for inclusion, intersectionality, and making the Enneagram a welcoming space for all. Come nerd out about all things Enneagram!

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Bring the Enneagram to Your Team, Event, or Podcast

Drop your info below, or contact hello@leemilligan.co for all inquiries about booking Lee for your next workshop, retreat, keynote, or podcast. She'll professionally tailor the content to your group, your goals, and your context.