A few 101 level suggestions
I haven't yet seen mention of great female acts, though someone will inevitably post right before me but,
Tammy Wynette
Patsy Cline
Loretta Lynn (who, as a Kentucky native I'm obligated to doubly recommend)

Moore would be great. Even better if they could just get the DS9 staff writers back together.

The canyon would, presumably, left over from when the Xindi attacked earth.

The canyon, presumably, is where that Xindi weapon that slashed across North America did it's slashing.

(since SouthofHeaven beat me to the pool table)

I'm one of those people that've been watching WKRP re-runs on WGN (and sometimes I'll watch Newhart too) but it doesn't quite work with the canned music they throw on there. The show is still hilarious and classic and everything, but last night Fever said "we're right there with you Jerry" after some generic guitar…

Wouldn't that make it gaytarded?

Another Thompson Documentary
That I've heard a lot about, but haven't gotten around to seeing is called "Buy the Ticket, Take the Ride." My main interest in it is that it was made by a professor I had and really liked. It probably isn't quite as, say, cinematic or entertaining as this one. But from the review it seems…

That's my favorite B&B video.

Hmm, my brain always goes "Hey baby, want some nachos?"

Dirty Water Ocean
I don't remember the band, the song or much about the video, but I do remember Beavis and Butthead riffing through the whole thing about people pissing in the pool. For whatever reason, it sticks out as really funny.

Loved the movie for a while, then read the book, and I'll agree that they complimented each other well. Of course, I'm just another jackass on the internet.

I have to second "The Hustler." I found out recently that it started out as a novel and I really like what I've read, since then, of Walter Tevis' work.

It seemed to have a sensibility similar to The Office. Dark, uncomfortable, creepy, but really hilarious. Although I'd agree that you couldn't get away with some of the joke's particulars. And, I too think it would be fun to watch Tracy Morgan try.

Di's on TV too much, everybody's right, I'll apologize for my inflamatory remarks but I will say that it's influenced by the fact that I'm an irish american redneck so the notion of royalty, particularly brittish, makes my head hurt.

Hounded to death by media she invited to follow her on her vacation and tried to escape from with a drunken chauffer. She was a marginally attractive, totally screwed up, overprivileged woman who married into an anachronistic institution that only the brits (and a number of bored americans) give a damn about.

Well, yeah, but usually it's some dude who wrote an interesting book about something or another and he'll have an engaging conversation with Jon about the subject. Jon cracks a witty joke or two, then over to Colbert.

Well, yeah, I'm a Colbert fan. Colbert sometimes has a more Geraldo-esque vibe. But Papa Bear comes off a lot more like Ron Burgundy in this particular clip, especially when he doesn't know the meaning of "play us out." It reminded me of the fake ESPN audition on the Anchorman DVD.

Don't forget that Colbert and especially Jon Stewart use, essentially, the late night talk show format. Jon tells some jokes about current events, he does a skit, he interviews a guest. Sounds, pretty much, like what Johnny Carson used to do except Johnny had more time to fill and a higher profile so he had more skits…

Hmm
I like how O'Reily is a giant parody of himself. Replace him with Will Ferrell in this clip and it would be an extra on the Anchorman DVD. But it wouldn't be as funny.