And the winner of the season 5 deathmatch is:

Chuck: Three days later another car rolled off that same line. No one gave two craps about her, but they should've. Because this 1967 Chevrolet Impala would turn out to be the most important car... no, the most important object in pretty much the whole universe.

by 10 votes to 6.

Season 1:

Dean: I think he wants us to pick up where he left off. You know, saving people, hunting things—the family business. (10:5)

Season 2:

JOHN:You know, when you were a kid, I'd come home from a hunt, and after what I'd seen, I'd be, I'd be wrecked. And you, you'd come up to me and you, you'd put your hand on my shoulder and you'd look me in the eye and you'd... You'd say "It's okay, Dad" Dean, I'm sorry.
DEAN:What?
JOHN: You shouldn't have had to say that to me, I should have been saying that to you. You know, I put, I put too much on your shoulders, I made you grow up too fast. You took care of Sammy, you took care of me. You did that, and you didn't complain, not once. I just want you to know that I am so proud of you. (7:6)

Season 3:

Sam: Yeah, because I've been following you around my entire life. I mean, I've been looking up to you since I was four, Dean. Studying you, trying to be just like my big brother.So, yeah, I know you. Better than anyone else in the entire world. And this is exactly how you act when you're terrified. And, I mean, I can't blame you. It's just...
Dean: What?
Sam: It's just, I wish you would drop the show and be my brother again, 'cause... just 'cause. (10:1)

Season 4:

Castiel: I'm the one who gripped you tight and raised you from perdition. (11:3)

Wheeeee

Thanks for doing this, ita.

Whoo, deathmatch! That was fun. And thank you indeed, ita!

::rubs hands together::

Okay, now what?

Reading those five quotes in a row really does summarize the series pretty well.

Thanks, ita. That was a blast.

What the fuck do you do when you live on the fringes, have a life where you're convinced you have to be away from your children, and the one in charge looks like that, and is developing a strong sexual identity?

An absolute nightmare. Seriously. There is just no good way for John to deal with it.

And, thank you, ita. The quotes were so much fun to ponder and talk about and vote for.

That was fun! Thank you ita. And please don't ask us to choose one quote to represent all five seasons.

It's pretty grim to contemplate, for sure. Hell, I don't envy the Ackleses just getting JA through high school in Texas.

Awesome quote deathmatch! Also, I really appreciate that the quotes were from five unique characters.

Thank you ita!

Yes, that was a blast. . . but man- it's only mid-June. . .what are we going to do 'til mid-September!!!???!!!

Tomorrow we could play some "who said that?" with more obscure quotes. Or "what episode is this from?" Something like that. I have lists of quotes going pretty far back.