I have Shawn Wooden's AOLIM and I talk with him often (sorry, not giving it out!), but not as frequently as I used to. He always responds when I IM him. I actually informed him that we re-signed Rob Konrad before he knew, which I got a kick out of.
I have Jason Taylor's as well, but haven't seen him online in about a year. Someone gave it to me in '97 before he played a regular season game as a Dolphin.
I used to talk to George Teague. Now this is a guy who I had a few nice, long conversations with about football, but I haven't talked to him since he laid out TO on the Dallas Star.
My brother plays Madden2003 online and has played against Jacquez Green and Reidel Anthony.