Being a Plow Horse or a Reservoir
Taking care of the people who matter to you is important. They depend on you to keep your word, to have their best interest in mind, to provide, and to be reliable. The success of family, friendships, business,…
Ideas for a more intentional life
InsightsThink deeply.
Live more fully.
A collection of perspectives on purpose, leadership, relationships, and the life you choose to create.
Explore Jack’s original writing and short films. Find a question worth sitting with, a familiar pattern seen differently, or a useful idea for what comes next.
Explore the archive ↓A good place to begin · Your Genius
Discovering Your Unique Gift to the World
I believe that within each of us is a special gift—a calling, a unique talent, or a purpose that lights us up in a way that nothing else can.
Read Jack’s perspective ↗
The archive
Follow your curiosity.
Allies or Enemies?
• The world works better with more civility. • Civility is something each of us can choose. • We can choose civility at any moment each day.
It’s a Wonderful Day in the Neighborhood
If you haven’t yet done so, you must go to see the Mr. Rogers movie “A Beautiful Day in the Neighborhood.” (imdb link).
Civility: The Power of Seeing Others
Civility is more than politeness or good manners. It is the simple yet profound act of seeing another person—noticing their existence, hearing their words, and valuing their presence.
Authenticity: The New Currency in a World of Illusions
In a world dominated by social media highlights, created personas, and carefully crafted digital identities—and now even AI influencers—authenticity is becoming the most valuable currency of all.
Understanding the Drama Triangle
Last week during our weekly Skeen Stronghold call, we introduced the concept of drama, and how it can show up in our lives.
Shedding Your Shell: Embracing Change and Growth in 2025
As we begin 2025, we have a fresh opportunity to look at the year as a blank page, taking inventory and making necessary changes in our lives. It’s the perfect time to reflect on what might be holding us back and…
100 Percent Love. Is it Possible?
In today’s society, it feels as though our divisions run deeper than ever. So many people and communities are feeling fractured and disconnected. Compassion seems to be in short supply, replaced by a growing inability…
Discovering Your Unique Gift to the World
I believe that within each of us is a special gift—a calling, a unique talent, or a purpose that lights us up in a way that nothing else can.
What the Dying Can Teach Us About Living
For eight years, Bronnie Ware worked as a palliative care nurse in Australia. She provided compassionate care and physical, emotional, and spiritual support to people facing the end of their lives.
The Small Part of Who We Are
I suppose it means that I possess or have ownership of it. This is my watch. Over there, that’s my car.
Escaping the Drama Trap: Battling the Imaginary Bear
Ever known someone who is seemingly caught in a continual cycle of drama, moving from one crisis to the next without missing a beat?
Are You Crisis-Prone?
The reality is, we all go through periods in our lives when negative things happen to us, sometimes in a cluster or streak of bad events and outcomes.
The Power of Preference
Here’s a quick story that I shared with the Skeen Stronghold group this past Monday. As I was driving home last week, a simple moment of clarity struck me.
Embracing Stillness: A Path to Inner Transformation
One of the books that I’ve recently been using as a teaching tool is Ordinary People as Monks and Mystics by Marsha Sinetar, Ph.D.
Another way into the conversation
Ideas become personal
Inside the Circle.
Hear Roadmap graduates talk with Jack about the questions, choices, and new perspectives that have shaped their lives.
Meet the guests ↗