Multiple winners:     
6     
Bob Zimmerman  ('58, '67, '72, '77, '80, '82)  
Steve Maddalena    ('84, '86, '88, '90, '91, '92)  
5    
Phil Marston  ('63, '64, '66, '85, '89)  
Pete Walz  ('79, '81, '83, '87, '95)  
Mark Kurzynowski ('98, '99, '03, '04, '05)  
4     
Vic Cuiss  ('45, '51, '52, '59)  
Jerry Lefere  ('65, '68, '70, '74)  
Mike Brockie  ('08, '11, '12, '16)  
3     
Jack DeLair  ('33, '34, '36)  
Marvin Boht ('39, '40, '41)  
Mike Hill ('56, '61, '62)  
Andy Andrews ('53, '71, '75)  
Greg Zeller
('00, '07, '18)
 
2     
Ellsworth Earl  ('37, '38)  
Brien C. Charter ('47, '48)  
Adam Walicki ('01, '02)  
Tom Butterfield ('09, '14)  
Josh Dirlam  ('17, '19)  
     
Longest between victories  19 years, Phil Marston (1966-85)  
Longest span of victories  26 years, Phil Marston (1963-89)