I'd probably pick the most impossible tickets to get. I mean, if I have them for life I'm sure there is going to be a decade long span where I'm like "you know, fuck this. I don't even like Canadiens hockey, I'll just sell these on eBay for five times their value..."
Tough call. All our teams are pretty much shit right now. Depending on how the new Vikings stadium looks, I would consider them. But honestly, I'd take Club Level season tickets for the Wild, probably.
I'm not close enough to go to Wrigley Field for every home game. Same goes for the UC and the Blackhawks. I'd rather watch NFL games on TV so there's no reason for Colts tickets (I've only been in the stands for one NFL game in my life). I don't watch the NBA enough to want Pacers tickets. I still get free tickets to Purdue football games, and my dad takes care of ordering our tickets for the Indy 500.
That leaves Purdue basketball tickets. I would love to go to Mackey for every home game again. I really miss having season tickets now that I've graduated and moved off campus. And that's a really great venue to watch a basketball game.