Chicago Cubs, the World Series and Annoying Bosses: Making Sense of It All

It was only later I realized he had taught me the game of baseball.

I started to notice it watching the Baltimore Orioles. At one time, they had a relief pitcher named Greg Olsen, who had a good fastball and a vicious knee bending curve. I would start calling the pitch, just like my former boss watching those many high school games.

I also found myself fascinated by the strategy the Cubs and the Cleveland Indians were talking through in the rain delay at the end of the seventh game of the World Series. I found myself trying to guess pitches again in the bottom of the 10th, enjoying it when I was right and curious when I was wrong.

What the World Series teaches.

What it also taught me is to be more like Tony Dungy than him. Tony is known for teaching, even when people are messing up. Demand perfection, but teach through the imperfections. You don’t have to yell to scare the children. Calm, quiet disappointment can be a lot more disturbing to them if you learn how to use it.

So if you are evaluating staff (either current or future), think about their roles. Think about what they know coming in. Think about how far they can go working for you, and think about what you are going to do when and if they decide to move on. I had credentials when I went to that paper years ago. They had roles that they wanted me to play. I had other goals. When other opportunities came along, I moved on.

It wasn’t the best of exits; in part I admit because of my experiences. I would have moved on no matter what because of economics. But knowledge of that on the front end makes the outcome on the back end go completely different. And that smoothing of transitions can make business life completely different.

As for the Cubs, I was happy for them. My former boss was a purest. He loved the designated hitter in high school but hated it in the pros. I am an old Houston Buffs and Colt 45s guy. That made me a Cubs fan. I think he would have been also.

We’ll get back to examining states soon. Until then, good luck and good hunting.



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The Fisher Law Office is known for its experience in asset protection, business counselling and development, business succession planning, estate planning and probate administration. Annapolis attorney Randall D. Fisher has practiced for over 20 years, is licensed in Maryland, Texas, Wyoming and the District of Columbia, and has clients all over the country. He maintains the highest peer review rating for ethics (AV Preeminent) by Martindale-Hubbell, and is a sucker for long walks on the fairways.

If you need legal help, or just want to find out how he is doing at eliminate his slice, find out how to reach Randy via or find him at, on Twitter @thefisherlawoffice, or at

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