Has Cronenberg been mentioned? Depending what you like about him, you might go early, middle or late.
Scanners/Videodrome/The Dead Zone/The Fly/Dead Ringers/Naked Lunch/M.Butterfly/Crash/eXistenZ/Spider/A History of Violence/Eastern Promises
Those last three, man, God almighty, it's a phenomenal run.
I gotta go with
Kate Bush: The Dreaming, Hounds of Love, The sensual World
Talking Heads: '77, More Songs about Buildings and Food, Fear of Music
Elvis Costello: Armed Forces, Get Happy, Trust
Yes: Fragile, Close to the Edge, Tales from Topographic Oceans
Richard Thompson: Amnesia, Rumor and Sigh, Mirror Blue
Zappa (sorry dudes): The Grand Wazoo, Overnite Sensation, Apostrophe
Bruce Cockburn: Dancing in the Dragon's Jaws, Humans, Inner City Front
David Lynch: Lost Highway, The Straight Story, Mulholland Drive
Clint Eastwood: Mystic River, Million Dollar Baby, Flags of our Fathers/Letters from Iwo Jima
John Cassavetes: Faces, Husbands, Minnie and Moskowitz