The Op's conversation could have been like this..hey what team is your quarterback son going to play on? Oh good they're not going to be on the same team..Johnny really wants to be star quarterback of his team."
Ok I would not be great friends with a person like that, but I can see that they are honest and competitive. It doesn't indicate that they are mean spirited or hateful in anyway so I'm Ok with it.
Any conversation like this or the one the OP describes would be instantly put me on my guard. I would assume that "being the best" is more important to him/her than anything else--more specifically, that it doesn't matter if you ARE the best as long as you get to LOOK like the best and get the accolades/advantages that go along with that. I would suspect this was the kind of person who will do anything to get ahead, and I would be on my guard; IME, those people are dangerous and often empty at the core. (There's some honesty for ya.)