Now, I myself am only 20 years old. I haven't been watching the Cubs and feeling the pain and suffering for as nearly as long as most loyal folks on the North Side of Chicago.
I have been around long enough, though, to compile my list of the Greatest Cubs of the Past 20 Years by each position. That includes one at each fielding position, five starting pitchers, and a closer.
The team hasn't exactly been...good...in the time span, but they have produced a surprising amount of talented players.