San Antonio Spurs’ Stephen Jackson
Billy Joel and none of those other losers.
Billy Joel’s song comes first. Then the other two, but which is second and which is third might switch around a bit, based on context and which I was reminded of most recently.
Ditto. “Saucy Jack, you’re a naught-y one. Saucy Jack, you’re a haught-y one.”
For some reason, I always think of “Captain Fat Jack”, the boat rental guy who abandoned Tom Hanks in the tiny dinghy to swim back for “the little boat” in the movie Splash.
Billy Joel.
Another youngster voting for Billy Joel. But as to the name itself, I think of Captain Morgan + Jack Daniels.
That’s it! 
Another Billy Joel vote.
Billy Joel song, cuz I’m old like that.
Harkness, swiftly followed by Sparrow.
I’d never even heard of the Billy Joel song before this thread. Thank you, SDMB, for making me feel young.
Harkness.
Aubrey.
Harkness, with Sparrow a very distant 2nd.
Sparrow, but only because a while back some friends and I had a PotC marathon where we drank anytime someone said the words Captain Jack Sparrow. One of us ended up in the hospital. Yeah, that was memorable.
Definitely Billy Joel.
The guy in the movies pretending to be Keith Richards is Johnny Depp. I am aware of Dr. Who and Torchwood, but I haven’t taken the time to watch either recently because I am old.
The alligator from The Simpsons.
Captain Harlock.
Billy Joel. And I also hate Billy Joel, so +3 there.
This