Have Alignment, Boldness, and Conviction in your choice of vocation.

Actionable coaching that guides you to understand who you are at an emotional, spiritual, and relational level. Followed by concrete steps to help you decide and excel in the vocation you were called to.

Picture of Greg Woodard smiling
Dr. Gregory Woodard
Retired Navy Chaplain
Enneagram Leadership Coach

How I can help you

It’s time to have Boldness and Conviction in your choice of vocation, and Alignment between the deepest part of your being and your vocation.

Understand yourself on a deeper level

Enneagram Leadership Coaching

Alongside other leaders, we’ll pinpoint your Enneagram growth journey so you can:

  • Understand your Core Fears, Desires, Weaknesses, and Longings
  • Explore ways you relate in personal and professional relationships
  • Build a structured plan for growing into a healthy, whole person spiritually and emotionally

If your relationships feel distant and you struggle to understand why you do what you do, this is where to start.

Man looking at a sunset from a cliff with a determined expression
Understand your teammates to maximize work

Team Enneagram Workshops

Starting with understanding your team's growth journey, we'll harness Enneagram insights for team building and leadership development by working though customized team-building exercises to grow understanding, collaboration, and peak performance.

For corporate, non-profit, and ministry leadership teams, a tailored workshop will bring clarity, humility, and grace to your interactions.
Unlock the full potential of your team today and maximize your impact.

Start Living a Fulfilled Life

It's time to take back your life and live out your calling

Picture of Greg Woodard with his wife, son, and daughter

Hi, I’m Dr. Gregory Woodard

Reaching a place of alignment between your vocation and your mental make-up can be frustrating, exhausting, and confusing.

But that doesn’t have to be your story.

I’ve spent more than two decades working to understand myself and my vocation at the deepest levels.

Turns out, that calling was to coach value-driven leaders build a legacy of extraordinary contribution.

I am an Endorsed Enneagram Leadership Coach, and a 21-year military veteran retired as a Navy Chaplain. I hold a Doctor of Ministry in Leadership Renewal & Coaching from Regent University and most importantly, I am a devoted Christian, husband, and father. 

Together, we will discover your true self and what God has for your life purpose and vocation.

So you can step forward into the next chapter of your life boldly, with:

  • Alignment between who you are and what you do
  • Boldness in your choice of vocation
  • Conviction in the deepest part of your being

It's time to take back your life and live out your calling.

Coaching Endorsements

Gain a seasoned approach to life
from a proven leader who knows what it means to strengthen the hearts of people.

“Greg did a very good job of listening and following what was being said. I felt that he appreciated me as an individual and made me feel valuable according to the type I am. I also liked that he listened to what did and what didn’t resonate with me without jumping to some belief that I am in avoidance.”

Position, Company name

R. N., New Hampshire (Type 7)

"Greg provided an empathetic, guided approach during each and every meeting by listening and asking thought-provoking questions. When I asked thoughts in conversations, he was vulnerable and shared his own experiences making me feel that I was not speaking to someone who wanted to be perceived as perfect. I found this to be a critical part of my learning; reminding myself that we are all on this earth trying to find meaning and conviction in who we are no matter our age and experience. After completing multiple sessions with Greg, I can put into words my core fears, desires, weaknesses and longings. This has and will continue to allow me to grow both spiritually and emotionally."

M. M., Toronto (Type 3)

Position, Company name

“I have the tools now to be awake to my weaknesses and address them from a God-centered place. Greg’s coaching has given me tools and insight into my identity in Christ and helped me embrace my gifts and have more compassion for my weaknesses so I can be someone who can offer wisdom and knowledge through my experiences to others.”

S. O., New York (Type 9)

Position, Company name

A certified coach


Want to understand yourself? Start here.

Mental frameworks, Actionable advice, and Step-by-step guides to living out your vocational calling.

Life FAQ’s
min read

5 Life Rhythm Steps Leaders Must Take To Wake Up And Live A Flourishing Life

Leadership is not an easy job. It requires skill, dedication, and a lot of hard work. Leaders are responsible for their well-being and the well-being of their team, organization, and family. Leaders must build a rhythm of life that allows them to thrive personally and professionally. A rhythm of life is a set of daily habits and practices that help you stay centered and focused. Rhythm is crucial for maintaining your overall well-being.
Life FAQ’s
min read

Equipping My 17-Year-Old Self with 5 Hard-Earned Lessons to Overcome Life Obstacles and Navigate with Resilience

I’ve learned a few things along my journey, personally and professionally. Implement these five life lessons built over the last 40 years and you will accelerate your life. By reading this post, you will unlock hard-earned, experience-based wisdom.

Shift Your Paradigm: 4 Keystone Habits for a Being-Centered Life

Rambling about the societal pressures of multitasking and high-strung productivity misses the point of living. We're human 'beings,’ not human 'doings.’ Instead of admiring those who juggle numerous tasks at once, we should appreciate those who immerse themselves fully in a project, being present and producing quality work.

Learning to Walk: A Guide to Overcoming Life Challenges

Life in this world is full of good times and challenging times. Challenging times can be seasons of great uncertainty. -Will your hard time leave you bitter or better? -Will you grow bitter and allow that bitterness to take away your joy and peace? -Will you have learned something beneficial to your life? -Will you allow God to use your hard time to benefit others?

8 Unexpected Habits that Lead to a Balanced Life

Imagine, for a moment, a life where your personal and professional worlds coexist harmoniously. Picture a world where you're not just surviving but genuinely thriving and not just keeping your head above water but cruising along. Sounds like some fantastical dream? Well, buckle up because we're about to embark on a journey to transform that dream into reality.
Life FAQ’s
min read

Strong Foundation: 5 Ways to Develop Deeply Rooted Character in Your 20s and 30s

Building character is like crafting a diamond. It's a process that involves pressure, heat, and time. But what if I told you there's a more surprising and unconventional path to creating your personal diamond? Let's not kid ourselves. It's a challenging road ahead, full of self-reflection and pushing boundaries. It's about facing the uncomfortable truths, solitude, failure, lifelong learning, and generosity. Sounds intriguing, right? A strong personal character is like having an inner torch that lights your path even in the darkest times. It is what defines you beyond your job title or your social status. It's the real, unfiltered you.

Empathy Unleashed: Four Steps to Nurture Emotional Intelligence in Your Leaders

Imagine the impact of leaders in your organization who possess the superpowers of empathy and emotional intelligence. They effortlessly connect with their teams, inspire greatness, and foster a culture of learning and growth. It's the kind of leadership that ignites passion and propels organizations to new heights.
Life FAQ’s
min read

A Lasting Legacy For Those You Care About: 4 Essential Steps

Are you a seasoned leader who has built a successful career but secretly wonders what legacy you leave behind for your family and close associates? Do you worry that your hard work and accomplishments will soon be forgotten and that your impact on the world will be limited to your LinkedIn profile and a few kind words from former colleagues? It's natural to want to leave a lasting impression on the world, to be remembered for the good you've done and the people you've touched. Here I show you steps to take toward leaving a legacy that will stand the test of time.

Your Health And Well-Being (4 Benefits to Making Wellness Your Priority)

In today's fast-paced world, getting caught up in the demands of work, family, and other obligations is easy. Prioritizing your health and well-being will lead to a fulfilling and happy life. It is a common misconception among leaders that self-care is an indulgence. Instead, it is fundamentally necessary for a healthy lifestyle and essential to your leadership. In this blog post, I explore why self-care should be your top priority, four ways self-care can benefit your life, and best practices to build on each benefit.
Life FAQ’s
min read

How To Finish Well As A Leader (The Four Steps You Need To Take)

In my life in leadership, I’ve found starting strong to be easy. I begin with a vision, a dream, and a desire to be known for something good when I am done. Leaders must start strong and finish well. Finishing well requires self-care, intentionality, focus and dedication, and support. Give attention to these four areas, and you can leave a lasting legacy you can be proud of.

Ways of Servant Leadership (Five Essentials for Leading Well)

Servant leadership focuses on serving others and placing the needs of those we lead ahead of our own. It is a powerful tool that can be employed to transform communities and bring about lasting positive change. It emphasizes empathy, listening, awareness, persuasion, and foresight as essential qualities for developing relationships with those we serve. Together, we’ll consider some well-known Christian leaders who have exemplified these qualities and explore how we can use their examples to become better servant leaders in our own lives.

Do You Have Frustrations? Three Solutions from a Seasoned Leader

Frustration is a common emotion we all experience at some point. For personal or professional reasons, frustration can significantly hinder our success and happiness. As a seasoned leader, I've faced my fair share of frustrations over the years, and I'd like to share my perspective on overcoming them.

Overcoming Difficult Life Obstacles: 5 Lessons from My First Two Life Chapters

If my previous two life seasons taught me any lessons, this is it: life is unpredictable, and obstacles are an inevitable part of the journey. I’ve faced several challenges in my personal and professional life during my first two life seasons. However, I have learned that setbacks are not failures but opportunities for growth and transformation. In what follows, I’ll share five keys to overcoming life difficulties from my journey.

Developing Resilience: Four Habits & Rituals To Live Your Best Life

Resilience is the ability to bounce back from adversity and maintain balance in the face of challenges. It is an essential quality for success in all areas of life, including spiritual, physical, emotional, and relational. Developing resilience requires consistent practice and the formation of healthy habits and rituals. In this blog post, we will discuss four key areas of developing resilience: spiritual fitness, physical fitness, emotional fitness, and relational fitness.

The Three Most Important Life Words: Alignment, Boldness, and Conviction

Reflecting on my personal and professional journey, I’ve realized the importance of alignment, boldness, and conviction in pursuing one's vocation (I've written on this previously in a different season of my life. You can find that post here). These three factors have played a significant role in my life.
Life FAQ’s
min read

Reviewing 2022 | The Good and the Bad

I've done the work of year review and year preview over the last few days. Good things happened in 2022, and I look forward to good things in 2023.
Life FAQ’s
min read

3 Ways to Live An Extraordinary Life | Are you living one?

What is an extraordinary life, and are you living one? Our stay was the occasional extraordinary mountaintop experience that we love to have in our life together.While most of life is lived in the ordinary, I’ll suggest three critical ways that living well in the ordinary can lead to an extraordinary life.

4 Rules I Would Give My 26-Year-Old Self

I have a base of learning and wisdom built over the 30 years since I was twenty-six. I have overcome obstacles, learned, and accomplished many things. All this learning and experience has taught me much about what matters in life and what doesn’t. A lot of the things I used to care about, I don’t anymore. And things I used not to care very much about are now important to me. Here are my four rules for my 26-year-old self. These rules will help you toward your best life.

How Is Your Self-Leadership? The 4 Pillars of a Leader’s Self-Care

From over two decades of spiritual leadership, I understand self-care boils down to four pillars. These four pillars have kept me healthy and centered emotionally and spiritually. I have lived through the challenges of being a leader charged with the care of others. I’ve done this in the most challenging of places. No matter where you are along your leadership journey, I’m convinced that if you put the following principles into practice, you will reap dividends. You will avoid burnout and be better in your relationships, personally and professionally. You and your organization will reap untold rewards because you have chosen to take the self-leadership path of strategic self-care.

4 Things Fulfilled Leaders Have In Abundance

Challenging times are part of life. Pursuing growth in connection, clarity, confidence, and congruence will lead you toward living a fulfilled life. When you have the 4 C’s, your path will be straighter, your journey forward will be more precise, and your focus will narrow. You can say no to the wrong things and yes to the best things.

How the Messy Middle Improves Your Life | The Value of Uncertainty

The challenging seasons of our life sometimes result in the messy middle. Challenging seasons open space for finding clarity in our life. We need not shy away from seasons of uncertainty, rather we should see them as opportunities for gaining clarity and perspective in our life.

How Living in the Ordinary Can Bring Peace to Our Lives | Know your place

Be rooted, meet needs, and live in the reality of the ordinary.

Best Life Story | Do You Have the ABCs?

Three ABCs lead you toward your best life. They are: Alignment, Boldness, and Conviction. In this post, I unpack what it means to live according to these three concepts.
Recommended Resources

Continue with your journey

My top-recommended articles, podcasts, books and more
to kickstart your spiritual and emotional growth beyond coaching

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min read

Best Life Story | Do You Have Clarity, Confidence, and Congruence?

There are three Cs leading toward your best life: Clarity, Confidence, and Congruence. In this post, I unpack what it means to live according to these three Cs.
min read

Should Christians Use the Enneagram?

This article answers key questions many Christians have on the Enneagram, its origins, and whether it can be a helpful resource to understanding yourself and growing in spiritual maturity.
min read

Spiritual Rhythms for the Enneagram

This handbook helps to grow in awareness and reflect God's image as we apply Enneagram insights to the rhythms and grooves of our ordinary daily lives.
min read

The Enneagram Goes to Church: Wisdom for Leadership, Worship, and Congregational Life

This pivotal book shows how to grow in self-awareness and apply that to building, teaching, and leading our faith communities. Whether that's in full-time Christian service or any role in the Body of Christ.
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