Abandonware DOS title

The most popular trading games

If buying and selling goods is your thing, give these games a try. Every one of them involve trading in some form: buying and selling goods and moving them by sea (Ports of Call), stock exchange (Acquire, Black Monday), smuggling items in deep space (Elite, Frontier).
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Entrepreneur

Windows XP/98/951997 Stardock Entertainment
If you’ve ever dreamed of becoming a ruthless tycoon without being yelled at by shareholders, Entrepreneur (1997, Windows) is your playground. It throws you into a fierce wor...
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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 ...
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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 ...
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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 com...
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Uncharted Waters

DOS1990 KOEI
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Elite

DOS1987freeware Firebird
Elite isn’t just a game; it’s a lifestyle choice. This 1987 DOS version throws you into a vast, uncaring galaxy and says, “Good luck.” There’s trading...
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Ascii Sector

Windows Vista/7/8LinuxDOS2007freeware
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 roguel...
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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 yo...
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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...
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Oil Imperium

DOS1989 reLINE Software
If Oil Barons is Monopoly with attitude, Oil Imperium is its slightly more serious cousin who read a business textbook once and won’t let you forget it. Released in 1989, thi...
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Ocean Trader

DOS1995 Software 2000
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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, ...
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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...
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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...
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High Seas Trader

DOS1995 Impressions Games
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Elite Plus

DOS1991 Realtime Games
Elite Plus takes everything intimidating about Elite and polishes it just enough to feel slightly less hostile. The visuals are improved, the interface smoother, but the soul remai...
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Frontier: First Encounters

DOS1995 Frontier Developments
If Frontier: Elite 2 opened the door to a vast universe, Frontier: First Encounters in 1995 basically kicked it wide open and invited you to wander in. This sequel expands the form...
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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, an...
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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 ...
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Gloriana

DOS1996 ASCARON Entertainment
Gloriana sails into the realm of naval strategy with a focus on historical battles and tactical maneuvering. Ships move with a deliberate pace, and positioning is everything, turni...
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Ports of Call

DOS1989 International Software Development
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Frontier: Elite 2

DOS1993 Frontier Developments
Few games capture the feeling of “the galaxy is huge and you are spectacularly insignificant” quite like Frontier: Elite 2. Released in 1993, this ambitious sequel thro...
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Taipan for Windows

Windows XP/98/952002freeware
In Taipan for Windows, you’re not a hero, you’re a 19th-century capitalist trying to get rich trading tea, silk, and the occasional bit of opium in the South China Sea....
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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 t...
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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...
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Patrician 2: Quest for Power

Windows XP/98/952000protected ASCARON Entertainment
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Sid Meier's Pirates!

DOS1987protected MicroProse Software
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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...
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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...
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Pirates! Gold

DOSWindows 3.xMac OS1993protecteddemo 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.&n...