For the record, here is as much history of winners as I've been able to construct (mostly from the AWJ archives):
10/08/97 Steve (thrice), Andre (thrice), Morendil [proposal] 03/18/98 Blob, elJefe, General Chaos, Steve, Swann 05/12/98 Murphy [points] 07/08/01 Elysion [points] 02/18/02 Goethe [points] 05/05/02 OscarMeyr [champion's contest] 05/10/02 root [insane proposal with no FOR votes] 05/27/02 Craig [insane proposal with no FOR votes] 09/11/02 Steve 01/15/03 Eris [champion's contest] 10/16/03 Team Kinhatis (Eris, Murphy, Oerjan, Pakaran) [points] 02/26/04 Team Bleethan (Goethe, Murphy, Peekee, RedKnight, Sir Toby, and possibly one or both of Cainech, Kolja) [points] 06/02/04 Team Bryzzleoc (Goethe, Peekee, RedKnight, Sir Toby, and possibly one or more of Cainech, Kolja, Wes) [points] 05/05/05 The Library [hand of cards] 02/24/06 root, Goethe, Eris [hands of cards] 03/18/07 Murphy [hand of cards] 05/22/07 HP2 [proposal] 08/21/07 Levi [points] 10/28/07 AFO [points] I re-registered just before MWP was adopted, so the initial MWPs were Levi, HP2, me, and Eris (longest registration). Eris was Speaker until the AFO won, at which point e lost it and I became Speaker.