Abandonware DOS title

Games involving some sort of trading practice

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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Oil Barons

DOS1992 Starsoft Development
Oil Barons takes the glamorous world of oil speculation—yes, glamorous—and turns it into a strategy game that feels like Monopoly went through a midlife crisis. Release...
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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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Patrician

DOS1992protected ASCARON Entertainment
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Patrician 2: Quest for Power

Windows XP/98/952000protected ASCARON Entertainment
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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...
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Port Royale

Windows XP/98/952002protected ASCARON Entertainment
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Ports of Call

DOS1989 International Software Development
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Protostar: War on the Frontier

DOS1993 Tsunami Media
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Rags to Riches

DOS1993 Interplay Productions
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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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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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Seven Cities of Gold (Commemorative Edition)

DOS1993protected Ozark Softscape
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Sid Meier's Pirates!

DOS1987protected MicroProse Software
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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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Spellcraft: Aspects of Valor

DOS1992 Ybarra Productions
Released in 1992, Spellcraft: Aspects of Valor is one of those wonderfully odd games that feels like it was brewed in a laboratory where someone mixed fantasy, strategy, and a pinc...
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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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Traders

DOS1992 Linel
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Uncharted Waters

DOS1990 KOEI
Uncharted Waters invites you to sail the high seas in 1990, back when exploration meant patience, curiosity, and occasionally getting very lost. This isn’t a game that rushes you...
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Uncharted Waters 2: New Horizons

DOS1995 KOEI
Uncharted Waters 2: New Horizons takes everything its predecessor attempted and refines it into something richer and more engaging. Released in 1995, it expands the scope with mult...
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Wall Street Tycoon

Windows XP/98/951999
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Wing Commander: Privateer

Windows XP/98/95DOSMac OS1993protected Origin Systems
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Xiphos

DOS1990
Xiphos is a space shooter that mixes straightforward mechanics with a slightly more tactical approach, encouraging players to think as well as react. It is not overly complex, but ...
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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...
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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...