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Leadership and The Grateful Dead

Chuck Powell • Sep 10, 2018

(With inspiration and thoughts from Jeff Powell)

My oldest son, Jeff, and I have some similar interests in music. There was a time when I provided him tips on bands; that has shifted and most of my new music preferences comes from him. Approximately five years ago, I suggested he check out The Grateful Dead. He took to their music completely. Since then, he has often made clear the benefits of hearing a Dead concert with little adoption on my end. Maybe it was just a function of time and space, but I have finally come around to the soothing beauty of a Grateful Dead live performance.

Experiencing their music on a more complete level, I began to contemplate how The Grateful Dead’s unique style could inform leadership practice. I consulted Jeff, an Air Force Officer, and he gave me his take on leadership and The Dead. In order to get me in the right frame of mind, he also suggested listening to their concerts while I wrote this piece (which I did). The initial takeaway is there are at least three ways The Dead’s music can be interwoven with leadership: imperfection, experimentation, and rejuvenation.

A Dead concert is a bit of a mess and no two Dead shows are alike. When we expect absolute adherence and perfection as leaders, people are constrained and have difficulty realizing their full potential. When there is the recognition, followed by acceptance, that leadership is messy and not always the same tools apply, we can benefit. Things seldom go according to “plan.” By observing external conditions and listening to the internal self during times of imperfection, we can individually and collectively adapt for future conditions. Of course, there are settings, flying and surgery come to mind, where precision is required, but there are simulated settings for those vocations where imperfection can safely be allowed to occur. For to slip and stumble is to gain insight, grow, discover and obtain our true capabilities. Furthermore, minor mistakes, if acknowledged and examined, have the capacity to prevent major disasters.

It is not enough to be cognizant of disarray and reframe it as an opportunity for development. There has to be sufficient space for divergence. Jeff uses a metaphor of a balloon blown to the fullest possible expansion without bursting to describe a Dead concert. When leadership allows for a similar kind of expansive environment, it provides a safe place for experimentation beyond existing practices. Room is now allocated for the inclusion of people and ideas previously left out of consideration. Listening to The Dead go an extended jam is like taking a trip to new lands. When we walk unexplored paths in leadership and life we sometimes hit dead ends, yet we more often find new ways of seeing, thinking, and doing.

Finally, there is the replenishing nature of listening to The Dead. When the music starts, one increasingly realizes, emotionally and cognitively, that all is well (or will be). Leadership, as with other meaningful enterprises, is infinitely rewarding…and periodically exhausting. Jerry Garcia in describing The Dead: “We're like licorice. Not everybody likes licorice, but the people who like licorice really like licorice.” Identify and partake of your licorice, your meandering jam. Whether it’s music, reading, nature, helping others, meditation, or a combination thereof, find your mindful haven – the place and time where you can rejuvenate and allow your creative forces to reawaken without the intrusions of traffic, work, and media. When we come out of those contemplative states, we are fully open to possibilities and are extraordinarily creative with our responses to the challenges at hand. It’s not only okay to periodically immerse oneself into the barely controlled chaos of a jam, it is an absolute necessity.

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