In 1999, Skyy Vodka worked with several big directors to produce short films featuring their brand. They were mostly shown before films at festivals and premieres. They also featured these videos on their website (which was an impressive feat for 1999). I don't believe they ever aired on television.
I managed to get ahold of a VHS tape with the ones directed by David Veloz (Permanent Midnight, Natural Born Killers, Behind Enemy Lines), featuring Chip Pope (and a cameo from Howard Kremer) of MTV's Austin Stories. The films were produced by David Fincher’s production company, Propaganda Films. I digitized it, cleaned up the video quality, and upscaled it a bit.
Here's some background info on this Skyy Vodka campaign: https://www.latimes.com/archives/la-xpm-1999-apr-17-fi-28175-story.html https://web.mit.edu/cms.920/www/critiques/skyy.html
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