The Leader’s Playbook-10: Wingmanship

Success in life is so much about essential choices, timing, and good fortune – especially when it comes to the people we surround ourselves with. 

I have been so blessed through these choices, some great timing, and good fortune in my life to have incredible wingmen, friends, and family.  They have made my life so much richer.  I remain so grateful for each of them and I have trusted many of them with my life multiple times. 

I have also made incorrect choices, had to adjust to bad timing and embrace misfortune.  Simply recovering from misjudged situations, motivations, or the intentions of others has contributed equally to my personal growth.

Every time I’ve had a less than optimum experience with a person or a relationship, I’ve learned something from the experience.  I didn’t ask the right questions, didn’t ask enough questions, didn’t check references, trust my gut, or I let emotions get in the way.  In retrospect, the clues were there and while these are frequently deep and painful lessons, I am wiser now and they happen with significantly less frequency.

I now think clearly and deliberately about the “wingmen” in my life.  These are without a doubt some of the most important decisions you will ever make.  Time is your most precious gift in life and choosing wisely with whom you will spend that time will make all the difference in your life.  It absolutely has for me.

Most importantly, do not ever forget that “wingmanship” is a two-way street. Deliver on your end every time – and if you don’t, own it and fix it.

The Author is currently serving as an active duty military officer. Any comments or recommendations on this post or on this site are solely my personal views and do not represent the position of any branch of the United States Government.