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											1869
			DOS1992			Max Design
		
				    If you’ve ever dreamed of becoming a 19th-century merchant sailing the high seas with a suspiciously optimistic outlook on international trade, 1869 is your jam. It throws you into the age of clipper ships, where profit marg...
		    	Acquire
			DOS1989			IBM
		
				    Acquire (1989, DOS) brings boardroom drama to your DOS screen, turning you into a hotel tycoon in a game where the real enemy is... math. It's a faithful adaptation of the classic board game, complete with mergers, hostile takeove...
		    	Ascii Sector
			Windows 10/11LinuxDOS2007freeware			
		
				    Ascii Sector is what happens when someone takes Privateer, removes the graphics, and replaces them with pure ASCII and sheer willpower. It’s open-world space sim meets roguelike: you trade, fight, explore, get stabbed in sha...
		    	Baseball Mogul
			Windows XP/98/951997			Infinite Monkey Systems
		
				    Baseball Mogul (1997) was the original release that kicked off the whole franchise. Developed by Clay Dreslough and published by Infinite Monkey Systems, this was a pioneer in the world of sports management sims. It was released f...
		    	Big Business
			DOS1990			Off The Wall Productions
		
				    Step into the gray, morally ambiguous world of corporate domination with Big Business. It’s Monopoly with fewer dice and more spreadsheets. Crush your competitors, manipulate markets, and remember — hostile takeovers a...
		    	Black Gold
			DOS1989			Starbyte Software
		
				    In Black Gold (1989), you're in the cutthroat world of oil barons. It’s like Dallas, but with more charts and fewer cowboy hats. You build rigs, negotiate deals, and try to outmaneuver rivals who are probably less ethical th...
		    	Black Monday
			DOS1987			Starsoft Development
		
				    Black Monday (1987) combines economic panic with the thrill of—wait for it—spreadsheet navigation. It's like Wolf of Wall Street without the fun, drugs, or DiCaprio. You’re managing a business during a financial ...
		    	Business Simulator
			DOS1987			Reality Development
		
				    Do you find spreadsheets thrilling? Does the idea of profit margins make your heart race? Then Business Simulator is your kind of party. It’s all about running a faceless company in the most unglamorous way possible—bu...
		    	Capitalism 2
			Windows XP/98/95Mac OS2001protected			Ensemble Studios
		
				    If spreadsheets are your love language, Capitalism 2 is pure romance. This brutally detailed simulation lets you create your own corporate empire from scratch—manufacturing, retail, real estate, stock markets... even farming...
		    	Capitalism Plus
			DOSWindows XP/98/951997protected			Enlight Software
		
				    Before there was Capitalism 2, there was Capitalism Plus, which basically took the original and added a few bells, whistles, and ways to fail spectacularly. It’s like being handed a multi-billion dollar toy box and told &ldq...
		    	China Sea Trader
			DOS1989			
		
				    Forget piracy—China Sea Trader makes hauling porcelain and spices across 19th-century Asia feel like a cutthroat business. It’s part economic sim, part geography lesson, and all DOS brown-and-gray. You buy low, sell hi...
		    	Corporate Raider: The Pirate of Wall Street
			DOS1988protected			SoftServ
		
				    In Corporate Raider: The Pirate of Wall Street, you’re not sailing the high seas—you’re sinking companies from the comfort of an office chair. This business simulation turns hostile takeovers into an art form, wi...
		    	Dope Wars
			Windows XP/98/951998			Beermat Software
		
				    Dope Wars is a text-based simulation game that originated as a DOS program in the early 1980s, but gained popularity in its Windows version released in 1998. The game puts players in the role of a drug dealer navigating the underg...
		    	Drug wars: a game based on the New York drug market
			DOS1984			
		
				    If you’ve ever wondered what it’s like to be a criminal economist in 1980s New York, Drug Wars has your fix—pun intended. This early DOS classic throws you into the chaotic underworld of narcotics trade, where bu...
		    	Elite
			DOS1987freeware			Firebird
		
			Elite Plus
			DOS1991			Realtime Games
		
				    Elite Plus is an enhanced version of the classic space trading and combat simulator Elite, released by MicroPlay in 1991 for MS-DOS. It was designed as an update to the original 1984 game, improving graphics, performance, and over...
		    	Entrepreneur
			Windows XP/98/951997			Stardock Entertainment
		
			Frontier: Elite 2
			DOS1993			Frontier Developments
		
				    Frontier: Elite II is a classic space simulation and trading game released in 1993, developed by David Braben and his company Frontier Developments. Frontier is the sequel to the pioneering 1984 game Elite and is often considered ...
		    	Frontier: First Encounters
			DOS1995			Frontier Developments
		
			Gloriana
			DOS1996			ASCARON Entertainment
		
			High Seas Trader
			DOS1995			Impressions Games
		
			Inside Trader
			DOS1987			Cosmi Corporation
		
			Inve$t
			DOS1990			Starbyte Software
		
			Iron Seed
			DOS1994freeware			
		
				    Released in 1994, Iron Seed is a DOS space sim that tried to be both philosophical and technical. You’re leading a fledgling human colony across the stars, tinkering with diplomacy, science, and the occasional space skirmish...
		    	Machiavelli the Prince
			DOS1995protected			Holistic Design
		
			Merchant Colony
			DOS1991			Impressions Games
		
			Merchant Prince
			DOS1993			Holistic Design
		
			Moonbase
			DOS1990			Wesson International
		
				    Moonbase (1990) isn’t about blasting aliens or dodging meteors—it’s about survival, planning, and resource management. You’re tasked with building a functional colony on the Moon, juggling oxygen, power, an...
		    	Nomad
			DOS1993			Papyrus Design Group
		
			Ocean Trader
			DOS1995			Software 2000
		
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