Ideas for a more intentional life
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.
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The concept of taming the ego is one that I address frequently in my executive coaching practice, as a part of both personal and professional development. It’s a vital yet nuanced topic, because having a strong ego is…
As we approach the season of Thanksgiving, I find myself reflecting on the profound impact that gratitude has had on my life, both professionally and personally.
We’re looking forward to attending a pre-season meeting where all of our fellow teammates will be gathered for the first time, as we anticipate the start of a brand-new season. We gather together, the room abuzz with…
Sometimes, the most profound lessons on leadership come from unexpected sources. One such source is the book “Iron John” by Robert Bly, a classic in the world of men’s psychology and personal development. It’s a…
I can’t think of a more simple, yet profoundly important question for you to answer. What do you want?
In the pursuit of personal growth and success, the concept of humility often takes center stage. Humble individuals are celebrated for their ability to downplay their achievements, for their modesty, and their…
Finding your unique gift is as simple as identifying the intersection of your natural interests, the thing at which you are most successful, and what brings you the greatest sense of purpose in life. Whatever that is,…
Over 30 years ago Mohnish Pabrai and some of his business friends hired me to facilitate their annual offsite. I put together a process I called an “Owner’s Manual” that identified each participant’s unique gift and…
The third skill to master in developing your greatness is humility. Powerful people who lack humility become nothing more than egotistical bullies and self-indulgent narcissists. Their value to the world is crippled by…
Some cold and crisp wintry night put on some warm clothes, go outside, and look up at the sky. As you notice the stars, you may find yourself trying to identify the constellations, find a shooting star, or seeing if…
As you get to know yourself better, you will notice your preferences more and more. You prefer certain restaurants. You enjoy some people more than others. You like listening to the news while you eat your breakfast.…
Every snowflake is different…and every snowflake is beautiful! How magnificent is that? Isn’t it also true of people? There never has been and never will be another you. You are unique! And to the extent your…
Expanding your “Circle” makes your life richer and more meaningful. You can’t permanently settle for the life you currently have without the risk of losing some of your aliveness. So, how do you grow your “Circle”?
The title of my book (written with Greg Miller and Aaron Hill) is The Circle Blueprint. So, what is the “Circle”?
I am a Baltimore boy, born and raised. Baltimore is known for the Chesapeake Bay and blue crabs. Ripping open a blue crab steamed in Old Bay is something everyone should do…at least once.
Another way into the conversation
Hear Roadmap graduates talk with Jack about the questions, choices, and new perspectives that have shaped their lives.
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