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OK, best video of all time is Tom Petty - Don't Come Around Here No More. Nothing else even comes close.
After that, though, there are a TON of excellent videos, so I am hard pressed to pick just one more. That said, after much thought, my honorable mention goes to Weird Al - All About the Pentiums.
Basically everything by Weird Al, Tool, They Might Be Giants, Talking Heads, Tom Petty, and Peter Gabriel is top tier.
Props to willbjammin for mentioning Paula Abdul. The music can be pretty vapid, but the choreography is incredible.
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