The 1989 AFCA National Small College Player of the Year, Ricky Gales is the first player in the history of Simpson football to have his number (23) retired.

Simpson Football All-Americans

CoSIDA ACADEMIC ALL-AMERICANS
Nathan Hawkins, P - 2018, second team
Jake Stearns, DE - 2017, second team
Jordan Beem, RB - 2015, second team
Alex Severn, DL - 2014, second team
Mark Cronin, LB - 2012, second team
Guy Leman, RB - 1998, second team

FIRST TEAM ALL-AMERICANS
Jason Ripke, DL - 2004
Kyle Westphal, DB - 2003
Mike Donnenwerth, QB - 2003
Guy Leman, RB - 1998
Clint Head, OL - 1998
Jeremy Whalen, DL - 1997
Brent Parrott, DB - 1996
Chris Winey, OL - 1996
Ricky Gales, RB - 1989

2-TIME ALL-AMERICANS
Jason Ripke, DE - 2004, 2005
Mike Donnenwerth, QB/P - 2002, 2003
Guy Leman, RB - 1997, 1998
Clint Head, OL - 1997, 1998

ALL-TIME ALL-AMERICANS
Michael Connor, LB	AFCA, second team (2018)
Luke Stover, DT	D3football.com, third team (2008)
BJ Bengard, DT	Don Hansen Football Gazette, third team (2006)
Dustin Schelling, DE	Don Hansen Football Gazette, third team (2006)
Jason Ripke, DE	Don Hansen Football Gazette, third team (2005) D3football.com, third team (2005) AFCA, first team (2004) Don Hansen Football Gazette, first team (2004) D3football.com, first team (2004)
Kyle Westphal, DB	Don Hansen Football Gazette, first team (2003) Division III Sports Information Directors, first team (2003) D3football.com, second team (2003)
Mike Donnenwerth, QB/P	AFCA, first team (QB, 2003) Don Hansen Football Gazette, third team (QB, 2003) Division III Sports Information Directors, third team (QB/P, 2002)
Dusty Kain, WR	Division III Sports Information Directors, second team (2003) Don Hansen Football Gazette, third team (2003) D3fotball.com, third team (2003)
Guy Leman, RB	Division III Sports Information Directors, first team (1998)
Clint Head, OL	AFCA, first team (1998) Division III Sports Information Directors, honorable mention (1998) Don Hansen Football Gazette, second team (1997)
Jeremy Whalen, DL	AFCA, first team (1997) Division III Sports Information Directors, second team (1997)
Cory Christensen, RB	Division III Sports Information Directors, honorable mention (1997)
Kenny Fry, DB	Division III Sports Information Directors, honorable mention (1997)
Guy Leman, RB	Division III Sports Information Directors, honorable mention (1997)
Brent Parrott, DB	AFCA, first team (1996)
Chad Earwood, DB	Don Hansen Football Gazette, honorable mention (1993)
Marty James, DB	Don Hansen Football Gazette, second team (1992)
Trent Nauholz, RB	Division III Sports Information Directors, third team (1992)
Ricky Gales, RB	Division III Sports Information Direcotrs, first team (1989)
Bryan Joens, OL	Division III Sports Information Directors, second team (1983)
George Yaniger, G	Associated Press (1963)
Tony Spencer	Associated Press (1962)