43		Sim Farm (Windows, 1995)
43		Exploration (DOS, 1995)
43		High Seas Trader (DOS, 1995)
42		Aufschwung Ost (DOS, 1993)
41		Sim Farm (DOS, 1993)
41		Global Domination (DOS, 1993)
41		Airline Tycoon (Windows, 2001)
41		Prison Architect (Windows, 2015)
41		Airline Tycoon (Windows, 2001)
40		Factory Engineer (Windows, 2017)
40		Academia: School Simulator (Windows, 2017)
40		Merchant Colony (DOS, 1991)
40		Prison Tycoon 4: SuperMax (Windows, 2009)
40		Beer Tycoon (Windows, 2006)
40		Mr. Jones' Graveyard Shift (Windows, 2009)

Notes: Games similar to Entrepreneur, Games like Entrepreneur, Stardock Systems, Inc., Stardock Systems, Inc., Windows, Simulation, Strategy, Tactics, Managerial, Business Simulation, Top-down, PC, Game Similarities.