Why Flourish?

At our core, we all want to show up and make our mark in this beautiful world.

But in the process, we often lose our equilibrium and we end up eating ourselves on the inside to contribute “out there.”
We long for more time. More space. More clarity.

To be shown what is ours alone to do and to know how to infuse our lives with elegant pauses.

To gift ourselves guilt-free time to recharge and renew. To relax the internal pressure. To feel our own “enoughness” – not as an intellectual idea but as a homecoming in our bodies. To laugh more. To feel present to the people and places we love.

To feel so wholly satisfied in who we are and what we are doing that we lay down the habit of comparing and despairing.

To no longer feel like we are “missing” our right life. Living one lane over from the fullness that is our birthright.

Showing up and making fierce, brave, creative contributions in our communities or work lives and savoring the beauty and humble pleasures of the everyday.

Creating a life that fits us. Not too small. Not too big. Just right.

I See You

Courtney Somewhere along the way, you started to believe that it wasn’t safe to stop trying so hard. Or to trust yourself – especially your authentic desires and longings, which can seem silly or superficial to your inner task master. I know the struggle well because it was once mine. I have been there.

Hi I am Courtney

I created the Flourish coaching program because it’s possible to live a life in which you lay down the habit of compartmentalizing and instead feel like you get to show up with your whole, authentic self in every space: work, home and anywhere you feel called to go. I created Flourish to teach women how to make peace with that part of you that is never satisfied. I’m taking over a decade of professional, academic, and deep personal exploration and making it available to you wherever you live.

If we’re just meeting for the first time, here’s what I want you to know about me and my work:



warrior pose

  • I have long been fascinated by the question of how our inner life shapes our work in the world and spent four years studying the intersection of spirituality and leadership/social entrepreneurship at Harvard, earning dual master’s degrees from the Divinity and Kennedy Schools.
  • I am a certified Life Coach through Martha Beck’s renowned coach training program. (She is a Master, Oprah’s life coach and as fun live as she is in her books.) I am also a certified holistic life coach through the Spencer Institute and have studied the Enneagram extensively through the Enneagram in the Narrative Tradition Community. I have a special interest in how our personality type is expressed somatically, or in our bodies.
  • I’ve hosted transformative retreats across the United States and internationally to sold-out gatherings of women who learn how they too can find ease and satisfaction in their personal and professional lives.
  • I am a recovering overachiever who totally knows the pain of getting caught in what I call “the gold-star economy” and pushing and striving your way through life.
  • I believe women living satisfied and spacious lives is a form of leadership with powerful ripple effects that help to create a better world. The kind of world I want for myself and for all of our children.


the Flourish Program


“Like receiving a massage for your whole life.”

The FLOURISH program was the reset I truly craved for my mind, body and spirit. It guided me back to a more calming and centered state in which my entire self needed so badly. My outlook and energy are more aligned and in sync. Plus, this was so ENJOYABLE. Each week I could feel my soul crave the new material and excited to put everything into practice even when it was hard at times.
The impact for me personally was extremely high. I can honestly say when I wrapped up the FLOURISH program, my ROI more than doubled. The content provided specific practices for me to experiment with that aligned with my stress areas. The overall effect was so soothing! I felt like I had received a massage after each call or each time I read a chapter from the book!

—Julie Alison, Dallas, Texas


“One of the best gifts I have ever given myself.”

—Karen Cameron, Quilter + Non-Profit Leader

Katie Wise

“Flourish Coaching Program is life-changing”

As I am reading and soaking in what I learned in your book and program and tweaking my daily life and imagining my Flourish calendar and seeing myself in my Enneagram type and the neglected side of it and having epiphanies….it’s all because YOU WROTE THIS BOOK! This program is awesome, life giving, life changing. And the strange part of that is, in a weird way, it doesn’t seem new or novel or beginner in anyway- it feel ancient… In a sense it seems like it’s been here in the world and it’s a resource that one can build on AS A BASE for a really fulfilling life and THAT is what is so amazing- the flow and the guidance and the language and the care- it is solid like a big sequoia tree. It’s just so integrated and complete that it’s hard to believe you just did this! I don’t know if my words are saying how truly impressed I am by the love and care in which you share your gifts with all of us, and how talented you are at what you do.

—Katie Wise, Martha Beck trained life coach, Chicago Illinois

Katie Crouch

“Coaching with Courtney is a wonderful investment.”

Courtney is natural at integrating so many tools that you can simply relax into the process. It all just flows! I am so grateful that I got connected to her. Coaching with Courtney works and is a wonderful investment in yourself. I’m doing EVERYTHING I set out to do when I started coaching with her: meditating daily, writing/reading daily, exercising 3x/week (including running, yoga, and weight training), getting tons of sleep, taking on little creative projects here and there, and enjoying my work. Lots of plans coming up and feeling content for now. Thank you!!

—Katie Crouch, Writer/Editor, Chicago Illinois


“Coaching with Courtney reduces overwhelm and creates calm”

I feel calmer. I keep thinking through the statement from a couple of times ago: ‘I’m not here to grind through promotions.’ And I remember the first time we talked I was just completely overwhelmed with life. I’m busy right now, have a lot of stuff to do, and am tired from a lot of travel but I don’t feel overwhelmed now. Those are the lessons I’m really hoping to hold onto. I don’t need to grind through life so hard, I don’t need to be so busy, I need calm and quiet. And how can I feel brave, balanced, and boundless? What are my action plans for those?



“Courtney helped me find more happiness + healing.”

Upon completing my coaching experience with Courtney, I am ready to dive into my life again with the confidence I needed to discover within myself. It has been an incredible journey with her and we’ve discussed everything from meditation to life cycles to essential oils to nature therapy. After a year of experiencing trauma and painful relationships, this was the perfect time to search inwards for the answers I had been looking for. She’s been a gift in my life, and I’m so proud of myself for working so hard with her towards happiness and healing.

—Rachel, International Program Administrator at LIU Global


“Coaching with Courtney left me happier + more grounded.”

Coaching with Courtney is like taking a class about You. You find out things you like, and things You don’t like – about yourself, about the world around you, about patterns that You get stuck in. It has been wonderful to talk to someone smart, caring, & thoughtful to work through things, as it is not always so easy from the inside to see how you are stuck. As a result of our coaching sessions I feel more in control of my life. When stressful things happen I now have a very practical toolkit of what to do that works for me. I have also been happier and more grounded. Meditation has been an unexpected and awesome bonus.

—Liena, Publisher, Brooklyn NY


“Courtney makes self-awareness a habit.”

Now I feel better. It is easier to wake up in a better mood. I used to frequently go to bed with a hurt on my heart and now I can process it, with meditation. It is easy to be a snowball rolling down hill. Now I can stop. I recognize when I am spiraling, or being too overbearing and I can push the pause button. These months working together have made self-awareness a habit that I will carry with me into the rest of my life.

—Amy, Urban Farmer, Dallas, Texas

Amy Acosta

“The Flourish Program was a life-changing intervention for me.”

On a personal level, talking about my Enneagram type and working through the guilt and shame I have carried for a long time was a life-changing intervention for me. I still go to that hard place, but I find myself kicking my shoes of, grounding myself, and searching for the beauty within. It has actually been a spiritual change for me. One of surrender and understanding.



“A life coach with a Harvard education and achievement path I can relate to”

I’m a huge fan of yours because your story/delivery/persona are a great fit for me. I’m a bit of an achievement-snob for lack of a better term so a life coach with a Harvard education and achievement path I can relate to is a better fit than someone who for example never left the town she grew up in, was a stay at home mom right out of school, etc. I will reiterate it is SO important in my opinion you are religion-neutral so that both religious and non-religious people can benefit. You do this super well.



  • Guidance in moving consciously through your change process: You are not crazy, you are just growing! Old or stale relationships, concepts of yourself and ways of working may need to shift or fall away to make space for the new.
  • Clarity about next steps (especially in terms of relationships, career and creative choices) and support in taking them.
  • The Creation of your Flourish Formula, a unique template or internal support structure which allows you to step into the next level of your life with confidence and ease.
Flourish Program Components

Flourish is an online program, which means women from anywhere in the world can participate via phone or computer.

Flourish is a coaching program that combines eight powerful tools and guides you in the creation of your own custom plan or Flourish Formula. Alone each of the eight steps is a potent ally; together they are an incredibly incisive process that creates clarity about next steps and resiliency for overcoming challenges. This program moves deeply and quickly to help you navigate your own change process and step into your next level of life with more ease.

These are the eight steps:

F – Figure out the box you are in. The first step is to figure out the box you are in using the most incisive tool for self-awareness I have encountered: The Enneagram. In this step, you will discover whether you lead with your head, heart, or gut and will learn how to use this ancient personality tool to become more stress-hardy and resilient.

L – Learn to have a love affair with your work. In this step, we talk about your relationship to work and how you can transform it from a utilitarian exchange centered around a never-ending to-do list and instead build a more dynamic relationship, even a love affair.

O – Overcome your gremlins. The third step is super important – how to deal with those “gremlins,” or the inner critical voices that inevitably appear when you start to make changes in your life. These voices actually become louder when we are growing! In this step, I share my favorite techniques for finding freedom from their influence.

U – Understand the language of your body. It is impossible to create real and lasting change or to contribute your own most potent gifts without finding a way to tune into your unique pattern of holding stress and the specific resources your body needs to thrive. This step is where we learn to tune into those body-based signals, decode what they are telling us, and identify fresh strategies for nurturing your physical well-being.

R – Reset with meditation. In this step, I share a definition of meditation that I think will surprise you. You’ll discover a wide range of options that can help you detox your nervous system and find the right meditative practice for you in this season of your life.

I – Immerse yourself when stress builds. Step I is all about how to take care of yourself when the wheels come off. Consider it a menu of experiences to immerse yourself in the next time pressure is building and you are not sure where to look for relief. These nine centering practices also track with the nine Enneagram types so, based on your personality, there is one that will especially benefit you.

S – Schedule your Flourish Calendar. In step S we bring the whole process together in a very concrete way by showing you how to create your own custom Flourish Calendar and a plan for how to live it.

We also talk through common obstacles so that you are prepared to face some of the challenges that may come as you step into action.

H – Hold it lightly. Any coaching or personal development process can end up feeling static or formulaic. Step H is an invitation to make this process your own. It is also a reminder not to use these recommendations to beat yourself up or judge yourself harshly if you don’t implement them perfectly. Such an all-or-nothing attitude doesn’t serve you. It is a distraction that gets in the way of growth. Throughout the program, I will show you how to approach these shifts from a place of kindness toward yourself, which is actually a much more powerful way to create lasting change.

The Flourish Program Includes

book An electronic copy of my book The Flourish Formula
audio Eight hour long audio lessons (so you can listen on the go at your convenience),
written guides Written guides and deepening questions (to help you implement the lessons in your everyday life)
q&a Regular Q & A calls to help you get out of any stuck places right away and engage in inspired action. The calls are recorded and you can submit your questions ahead of time if you can’t make it live.
facebook The invitation to participate in a private Flourish group on Facebook – a thriving community of women around the country who are implementing these steps, sharing questions and insights, and offering encouragement and support every step of the way.



A time-sensitive bonus offer of two private 60-minute coaching calls with Courtney. These calls are your opportunity to get personalized encouragement, coaching support through any challenges which emerge as well as specific recommendations to help you integrate the Flourish process into your real life.


A 3-day retreat which I host both in May and October (you choose which you prefer) which will include over 12 hours of live group coaching to help you move through any obstacles to implementing your Flourish Formula. This is an intimate gathering to give you a chance to ask questions and get targeted support.


Courtney Pinkerton
If you are looking for a quick fix or a coach who will force you into new habits or let you hide or slip under the radar, do not sign up for Flourish. You will be disappointed.

However, if you are ready for a significant change in how you live your life (a shift which both opens you up more to daily pleasures and helps extract your most potent gifts), a coach who is both gentle and effective (and who holds you to your highest intentions for this life) plus a community of women who will encourage you to be more brave and compassionate than you ever thought you could be… let’s talk.

Each month I offer a limited number of Flourish Assessment Calls. You can schedule your complimentary Flourish Assessment here.

Whether you are brand new or a returning coaching client, the Flourish Assessment process will help you identify: 1) where you are being invited to grow, 2) how you are currently getting in your own way and 3) the support you desire. They are designed to gift you clarity about where to focus your attention and concrete next steps.

Now I know that sometimes it can feel like work to line up the help you need.

But I also know that the right support can be like a greenhouse for your dreams — protecting them when they are tender shoots and fast-tracking their growth.

And why is that important? Not because life is a race. In fact, I think the opposite: the more you slow down and get laser clear on what you desire and what you are here to share, the more you slay.

Not eating yourself on the inside to look good on the outside.

But flourishing from the inside out and sharing that unique medicine that you are here to offer to our world.

How This Works

Your investment in Flourish is an external commitment to your inner transformation. I have built this program around the very best teaching, training, and experiential insights I have to help women break free from the busyness fog once and for all. And I am bringing together a light-hearted and insightful group of women to accompany you on your journey.

Plus a percentage of your registration fee goes to Education Plus Nicaragua, which helps children in one of the poorest neighborhoods in Granada learn how to read.

Flourishing is never a solitary sport. You living fully is a huge gift to those around you.

Are you ready to learn more? Let’s get started. Register for your complementary Flourish Assessment here. I will be honest, this coaching program is not for everyone. Like all supportive services — massage therapist, midwife, yoga instructor — fit matters. These calls allow us to get to know each other better. Plus they are fun — women often report feeling lighter for just having gotten some things out of their head and support for growing edges. I hope you will take advantage of this free gift and reach out to schedule your Flourish Assessment today.