This does it all *enhances, adds too etc...) and more. This is a mans whole life in a video.

very possibly.

song and video in perfect harmony

Far too serious.

This is what you want:

and it made me bawl like a baby when the Beeb showed it the night he died

but always found this wonderfully disturbing

and love Spike Jonze's work

This one was my fave.

for the stupendous dancing and their cultural impact:

This one wasn't a hit, but I've never seen a video like it:

But for me, it'll always be this one. Probably because I was 10 when it came out and it was deeply subversive when one was in Junior school. Still, it has alienation, humiliation, sadism, violence, even children being minced, all in a Christmas number one

Actually, watching it again after 30 years, it's surprisingly disturbing!

Strawberry Fields Forever

Jumpin' Jack Flash

I'll go for 'We Love You' or 'Have You Seen Your Mother?' by The Stones.

In about 1984 there was a night long programme on the BBC about pop videos, fronted by Peel and Walters, and my only vivid memory of it were the sections on The Beatles and The Stones.
To my eyes those films looked far edgier than the contemporary stuff in 1984.....and still do.

Is it just me or is all the Michael Jackson stuff a joke?
It's certainly dated more than the 'Jumpin' Jack Flash' clip, hasn't it?

But as a work of (ahem) art surely this takes some (um) beating - warning not COMPLETELY office friendly (unless you want to be branded Sid the Sexist):

The answer is none, none more pop...

Literally everything about this video is brilliant - the portentous intro, the "catching Cameo in their private moments" bit, the split screen illustration of "brother, sister, mama", the dissing the Flock of Seagulls guy bit... but best of all Geordi does a fricking quadruple take at the end!

Genius.

my vote goes here
truly haunting accompaniment to the track

Without Me. A million ideas a minute and funny, I had an ex-girlfriend who bought me his greatest hits CD for Christmas. When I said that I was ambiguous about his music, she said "Well you like the video", I said "It's not the DVD." We were to split a couple of months later.

Stuck Between Stations has my vote. No idea how to embed video, you'll have to go find it. Great premise.