I've had fun rooting for Vandy the last 40 years... and 90% of those seasons were 3 and 4 win teams.
As I got older I realized it wasn't solely about winning. There's fun to be had rooting for the underdog. I'm also all about the process, watching a team in August right out of camp and seeing their week to week progression so by season's end you see the improvement and confidence in the way they play.
That's what I like about teaching my woodworking class. The kids have no idea what a hammer and nail are at the start of the semester, by the end of it they're building bird houses, shelves, bookcases, etc proud of what they can do.