If you can figure out a better chain, post it in the comments.
(Note: since we do all have the internet in front of us, just being able to make the connection isn’t really noteworthy. We’re talking style points here, people.)
Bruce Lee -> Kareem Abdul-Jabbar: “Game Of Death” (1978)
Kareem Abdul-Jabbar -> Julie Hagerty: “Airplane”
Julie Hagerty -> Albert Brooks: “Lost in America”
Albert Brooks -> Harvey Keitel: “Taxi Driver”
Harvey Keitel -> Bruce Willis: “Pulp Fiction”
Unfortunately, I couldn’t find clips where the actors appear onscreen at the same time for the last three. (I don’t think they even exist for the last two.)
Six degrees, with assistance from the Internet, attempting to max out style points:
Bruce Lee –> (enter the dragon) –> Jim Kelly –> (Black Belt Jones) –> Scatman Carothers –> (Transformers: The Movie) –> Judd Nelson –> (New Jack City) –> Mario Van Peebles –> (Posse) –> Reginald VelJohnson –> (Die Hard) –> Bruce Willis
How about Bruce Lee -> (game of death) ->Kareem Abdul Jabar -> (Airplaine) -> Lloyd Bridges -> (airplane II) -> William Shatner -> (Loaded Weapon I) -> Samuel L. Jackson -> (Pulp Fiction) -> Bruce Willis?
That’s only five, AND it uses William Shatner.
Bruce Lee->(game of death) Kareen Abdul Jabar->(Airplaine)->Leslie Neilsen->(Naked Gun)->George Kennedy->(Cool Hand Luke) ->Paul Newman->(Nobody’s Fool)->Bruce Willis
Bruce Lee -> (Way of the Dragon) -> Chuck Norris -> (An Eye for an Eye) -> Christopher Lee -> (Sleepy Hollow) -> Christopher Walken -> (Pulp Fiction) -> Bruce Willis. Only four.
Bruce Lee (Return of the Dragon) -> Chuck Norris
Chuck Norris (Sidekicks) -> Jonathan Brandis
Jonathan Brandis (Hart’s War) -> Bruce Willis
Bruce Lee (Game of Death) -> Colleen Camp
Colleen Camp (Die Hard With A Vengeance) – > Bruce Willis
Holy Cow! As long as TV shows count, I think I came up with a pretty good one.
Bruce Lee > “Blondie” (TV show) > Pat Morita > “Cats and Mice” > Ron Jeremy > “Bikini Beach Race” (aka “The Sex Puppets” lol) > Dana Plato > “Lethal Cowboy” > Frank Stallone > “Hudson Hawk” > Bruce Willis