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Leading Leaders

One of the best compliments I ever received was when a friend told me that I was a leader of leaders. He was also a leader, so it meant a lot coming from him. I've had this topic on my "to write" list for years now, but every time I attempt to write it I'm worried that it will come off as conceited. So first, a disclaimer.

This post does not mean that I think I am THE leader of my friends. I think that most or all of my friends are leaders and that we all take turns leading or lead simultaneously in different ways. So this post is just as much from the perspective of leading friends as it is from the perspective of being led by friends.

When I talk about leading, I am mostly talking about serving. I've led my friends on many trips around the world, I've orchestrated a lot of group property purchases, and I've gotten many of my friends into things like tea, living in RVs, crypto, my style of personal finance, etc. I like to go off and figure something out that can benefit everyone, and then bring it back to the group and guide them through it. And, of course, my friends have also done the same for me countless times. My friend Nick got me into art, it was my friend Todd's idea to travel minimally (I wanted to get a huge backpack at first!), and my friend Jesse led me to love tea.

The biggest difference in leading leaders is that they don't need you. If you do a poor job leading or lead them astray, they'll just go off on their own and figure it out. For this reason, trust is the most important factor. A leader will not follow someone that they don't trust. For example, what's the point of friends following me on a 1 week trip around Japan if they think I might waste their time and they could have just gone and done their own trip? If I tell them that I've discovered a better way to manage finances, but they don't trust that I've actually done enough research, they'd be better off figuring out it out themselves.

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