Men smoking cigars in a lounge.

Cigars and the Lost Art of Disagreement

It’s Tuesday morning. I’m already inside my favorite cigar bar: a cavernous 80-seat lounge in Milwaukee that opens at 9am.

I grab a spot on a couch, like I usually do, and wait for Father Kevin to walk in. He always jokes around, asking if I want to make a confession. I have to remind him that there’s a time and a place for that. This is neither. And today, more than usual, our typical banter was about to give way to a deeper conversation.

It’s just the two of us this morning. Then, this big guy walks in. He’s huge, and he’s dressed to the nines in a well-coordinated outfit. The place is basically empty, but he walks up and asks, “Do you mind if I sit with you?”

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Who walks in next? A hippie from Colorado. He’s like, “Hey, man, do you mind if I join, too?” I’m thinking to myself, what is going on here? A Catholic priest, a born-again Baptist minister, a hippie from Colorado, and a businessman? It sounds like the start of a bad joke, but I move over, and he sits down next to me.

As above suggests, not once do I mention wealth management, financial advice, growth, or even marketing. Make sure to take a peak at my thoughts on the lost art of disagreement.