This episode reminded me of "Friends" in a bad way.

He's always been a square in that sense, or at least a hypocrite who likes to project his own guilt onto the women in his life. Remember when he castigated Betty for wearing a bikini while he was carrying on an affair with Bobbie Barrett?

Yes, but is Derek better for Ivy? She deserves better than Karen's castoffs.

I think the Ivy-Tom conflict was actually handled fairly well, in that the telegraphed betrayal moments (Eileen's camera op, Ivy's afterparty) were quickly explained without someone just storming off and the other person saying limply, "Wait…" and the fact that the real underlying problem is the incompatibility of the…

Eh, not a huge fan of Jess acting like an imbecile ("how do I restart my internet?") being validated as "hot," or using mentally ill homeless people as a thematic joke (30 Rock did this much better by tapping into the surreality of a Les Moon Vest and not directly making fun of the homeless).

His boots are ivory, his hat is ivory, and I'm pretty sure that check is ivory!

Shades of "Zoolander"'s "eugoogly" there.

It looked to me like Cary just grabbed Kalinda's hand—no pinching.

And ripping off Jane Austen too.

Wattle. I kind of hate myself for knowing that.

Wait, so Tom, the successful Broadway composer with a proven track record needs to get KAREN's respect, and only if he has KAREN's respect, everyone else will fall in line? What?

Ha! I wish my boyfriend did that.

I cannot be-lieve that worked.

Isn't it the Blue Danube waltz? It's not a unique theme to 2001.

Yeah, I do tear up when I see the graduation from Lorelai's perspective!

Yes! It's because Rory usually gets everything. Valedictorian. Editor of the Yale Daily News. No guy—except that one laundry dude and Mitchum—could resist her, etc. I adored her at first, but over the course of the show she became simultaneously more spoiled and less interesting.

He was okay, though somewhat bland and smug. What really bothered me is that of course he should have known that dating his student's mother (especially at a school as competitive as Chilton) is beyond the pale.

I also couldn't believe, especially given her false start at Chilton, that Rory would somehow be valedictorian instead of Paris. And then use the speech to talk only about her own life.

I'm surprised you didn't give this a lower grade, given your very apt critiques. I thought the movie premise was Glee enabling its own laziness, since when doesn't this show love to reproduce musical arrangements that have been done elsewhere instead of doing interesting, re-contextualized covers (i.e., not mash-ups). 
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Didn't Jeff have a mother who cared about him? I think the dynamic between Jeff and his father was well done, but it struck me as odd that he gave his mother absolutely no credit for how he turned out, nor did he seem to have any anger at his father on her behalf as well as his.