46		ANSTOSS 2: Der Fußballmanager (Windows, 1997)
44		Total Football Management (DOS, 1996)
44		Tactical Manager 2 (Windows, 2000)
44		PC Fútbol Selección Española '98 (Windows, 1998)
44		UEFA Manager 2000 (Windows, 2000)
43		On the Ball (DOS, 1994)
42		Ultimate Soccer Manager 2 (DOS, 1996)
42		ANSTOSS 4: Der Fußballmanager - Edition 03/04 (Windows, 2003)
42		ANSTOSS 4: Der Fußballmanager - International (Windows, 2002)
41		Sheffield United Club Manager (Windows, 2003)
41		Ultimate Soccer Manager (DOS, 1995)
40		New Star Soccer 2010 (Windows, 2009)
40		Premier Manager (DOS, 1992)
40		Brian Clough's Football Fortunes (DOS, 1987)

Notes: Games similar to Football Masters 99, Games like Football Masters 99, ESP Software, ESP Software, DOS, Sports, Managerial, Business Simulation, Football, European, Soccer, PC, Game Similarities.