Who has the most wins in the Pro Bowl? 46 Pro Bowls Randall McDaniel, G – 12 Pro Bowls: 1990-2001. Bruce Smith, DE – 11 Pro Bowls: 1988-1991, 1993-99. Rod Woodson, CB/S – 12 Pro Bowls: 1990-95, 1997, 2000-03.