20. "Gold Digger" (2005)

Director: Hype Williams
Album: Late Registration

Kanye enlisted Hype Williams to create the visuals for "Gold Digger," which essentially lines up fictional magazine covers and pin-up girls who reflect what 'Ye is rapping about in the correlating verses. Between Kanye's neck-snapping dance moves, bold color choices, and Jamie Foxx's flawless rendition of Ray Charles' "I Got a Woman" sample (right after his role in Ray), the visuals for "Gold Digger" are a perfect match for the song.