Most medals of any kind won by one person

Most medals of any kind won by one person: 12
Number of guys to win 12 medals: 1

1.   Tony De Rosa (13)
                1991-92   Keepsake
                1999-2000 Platinum
                2004-07   MaxQ
                2011-15   Main Street

2.   Jim Gentil (11)
                1976-81, 1983 Roaring '20s
                1990-93  The Naturals
     Joe Connelly
                1985-87   Interstate Rivals
                1991-92   Keepsake
                1999-2000 Platinum
                2008-11   Old School
    
4.   Doug Anderson (10)
                1971-73 Far Westerners
                1977, 1979, 1987, 1989-92 139th Street Quartet