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Entrepreneur
Windows XP/98/951997 Stardock Entertainment
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...
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...
Uncharted Waters 2: New Horizons
DOS1995 KOEI
Uncharted Waters 2: New Horizons is an abandoned simulation game, sequel of Uncharted Waters, developed and released by KOEI in 1995. The Uncharted Waters series is set in the Age of Discovery and gives the player the freedom to s...
Railroad Tycoon
DOSMac OS1990freeware MicroProse Software
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...
Ocean Trader
DOS1995 Software 2000
Uncharted Waters
DOS1990 KOEI
Pirates! Gold
DOSWindows 3.xMac OS1993protectedremakedemo MicroProse Software
Pirates! Gold is an open world game designed by Paul Murphy, developed and released by MicroProse Software in 1993 for DOS, Windows 3.x, Mac and also Sega Genesis and Amiga CD32. Pirates! Gold is a remake of the game Pirates,...
Oil Imperium
DOS1989 reLINE Software
High Seas Trader
DOS1995 Impressions Games
Port Royale
Windows XP/98/952002protected ASCARON Entertainment
Elite
DOS1987freeware Firebird
Sid Meier's Pirates!
DOS1987protected MicroProse Software
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 ...
Ports of Call
DOS1989 International Software Development
Machiavelli the Prince
DOS1995protected Holistic Design
Space Rogue
DOS1989 Origin Systems
Space Rogue is what happens when Elite and Ultima decide to have a baby… in space. You’re dumped into a universe of hostile aliens, smugglers, and zero-g dogfights, and it’s your job to survive, explore, and may...
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...
Frontier: First Encounters
DOS1995 Frontier Developments
Patrician 2: Quest for Power
Windows XP/98/952000protected ASCARON Entertainment
Merchant Prince
DOS1993 Holistic Design
Railroad Tycoon Deluxe
DOS1993 MicroProse Software
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...
Yuppi's Revenge
DOS1988 Ariolasoft
Yuppi's Revenge is what happens when ‘80s satire meets office rage. You’re a disgruntled ex-yuppie on a rampage through the corporate world—armed with a golf club, a fax machine, and pure, unfiltered resentment. ...
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...
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...
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...
Rags to Riches
DOS1993 Interplay Productions
Zeppelin: Giants of the Sky
DOS1995 Ikarion Software
Ever dreamed of running a transatlantic zeppelin empire during the golden age of flight? Zeppelin: Giants of the Sky lets you do just that — and it’s every bit as niche and charming as it sounds. You build, manage, and...
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