Most medals of any kind won by one person: 15
Number of guys to win 15 medals: 1
1. Tony De Rosa (15)
1991-92 Keepsake
1999-2000 Platinum
2004-07 MaxQ
2011-17 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
Mike McGee (10)
2002-04 Metropolis
2011-17 Main Street