Actors- Deniro, Pacino, Burt Reynolds, Ian McShane, Takeshi Kitano, Chow Yun Fat and a lot of those bit part actors from the 60's-80's like L Q Jones, etc.....
Musicians- Willie Nelson, Kris Kristofferson, Neil Young.
Sports- John Madden, Mills Lane.
Writers- Lawrence Block, Elmore Leonard, and Robert B. Parker, I didn't realize how old a few of these guys are.
Misc- Art Bell, A few of the original cast of the Stern show.
The really silly ones- Any of the core actors from the early John Hughes films, Jason Mewes.