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Wall Street Raider
DOS1986
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, ...
Railroad Tycoon Deluxe
DOS1993 MicroProse Software
Railroad Tycoon Deluxe feels like someone took the original game, showered it with confetti, tuned the engine, and handed it back with a wink. Better colors, refined scenarios, and...
Railroad Tycoon 2
Windows XP/98/95LinuxMac OS1998 Pop Software
Railroad Tycoon 2 is what happens when a beloved strategy game puts on a suit, hires a consultant, and decides to “scale operations.” Slicker graphics, deeper economic ...
Railroad Tycoon
DOSMac OS1990freeware MicroProse Software
If you’ve ever wondered what it feels like to run a railway empire without getting coal dust all over your clothes, Railroad Tycoon is the place to start. This 1990 classic h...
Inside Trader
DOS1987 Cosmi Corporation
If you’ve ever wondered what the world of finance might look like as a video game—minus the existential dread—Inside Trader has you covered. This quirky DOS title...
Ocean Trader
DOS1995 Software 2000
Rags to Riches
DOS1993 Interplay Productions
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 h...
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 ...
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 simul...
Inve$t
DOS1990 Starbyte Software
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. Yo...
Black Friday
DOS1983
Black Friday (1983) isn’t about shopping mayhem—though you might wish it were after trying to figure out what’s going on. This early DOS title is part stock marke...
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