Despite the fact that we have little in common I find myself identifying with Finn lately and it breaks my heart to see him making the same kinds of mistakes I made.
In a show that is largely about ambition Finn is the character without any. Finn doesn't have dreams the way the other kids do, he doesn't have goals and he doesn't have plans. There was the football scholarship that he didn't get, but I think that was more of an Expectation than a Dream. He expected to get a football scholarship to college and then ... and then he would Do Stuff. There was no particular end for that means and once the means was taken away there wasn't anything else in its place.( Spoilers for 'Yes/No' )
Incidentally, I have no idea why
Finn doesn't have any dreams. For my own part I figured it had something to do with dealing with chronic depression since my age was in the single digits. I wonder if for Finn if it has something to do with growing up as the man of the house with such an idolized absent father, especially if his mother really didn't have any relationships that Finn was aware of until Burt Hummel. I don't really know why, I just know that there's something missing for him.