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Outpost
Windows 3.x1994 city building
Pizza Tycoon
Windows XP/98/95DOSLinuxMac OS1994protected business simulation
Reelect JFK
Windows 3.x1994 political simulation
SimHealth
DOS1994 business simulation
SimTower
Windows 3.x1994 sandbox strategy, business simulation
SimTower is an old Windows 3.x (1994) building and business simulation game where the player is tasked with the management of a skyscraper nonetheless. Raise floors, build apartmen...
Space Federation
DOS1994 shoot 'em up, business simulation
The Clue!
DOS1994freeware point and click adventure
Theme Park
DOS1994protected business simulation
Transport Tycoon
DOS1994 sandbox strategy, business simulation
Transport Tycoon is a business simulation game that puts the player at the head of a transport company to compete against rival companies. The player can build stations, airports, ...
AIV Networks
DOS1995 business simulation
Released in 1995, AIV Networks dares to ask: what if the real hero of industrialization was... logistics? Here, you’re not conquering worlds - you’re routing freight. B...
Biing!
DOS1995NSFW business simulation
Hospital management has never been so weirdly German. In Biing!, you hire nurses based on looks, run a completely dysfunctional clinic, and try not to get arrested. It's part strat...
Caesar 2
DOS1995 sandbox strategy, city building
Bigger, bolder, and with more statues of yourself than ever, Caesar 2 builds on its predecessor like Rome after a good tax season. Now you get to manage both cities and provinces, ...
Dime City
DOS1995NSFW business simulation
If Grand Theft Auto had a German uncle who worked in finance, it might look a lot like Dime City. Released in 1995 for DOS, this oddball title blends business simulation with under...
High Seas Trader
DOS1995 business simulation
Hollywood Pictures
DOS1995 business simulation
Machiavelli the Prince
DOS1995protected kingdom simulation, business simulation
Ocean Trader
DOS1995 business simulation
SimTown
Windows XP/98/95Windows 3.xMac OS1995 city building, business simulation
SimTown is a city-building simulation game developed by Maxis and published by Electronic Arts. It was released in 1995 as a spin-off of the immensely popular SimCity series. Unlik...
Transport Tycoon Deluxe
DOSWindows XP/98/951995 sandbox strategy, business simulation
Transport Tycoon Deluxe is a business simulation game where players take control of a transport company, competing against rivals. Players can build stations, airports, and railroa...
Uncharted Waters 2: New Horizons
DOS1995
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 ...
Zeppelin: Giants of the Sky
DOS1995 business simulation
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...
Afterlife
DOSWindows XP/98/95LinuxMac OS1996protected god game, city building
Afterlife is a simulation strategy game developed and published by LucasArts. It was released in 1996 for Microsoft Windows and later made available on other platforms. The game wa...
Free Enterprise
Windows XP/98/951996 business simulation
Free Enterprise from 1996 is business simulation with a distinctly ’90s sense of ambition. You’re tasked with building and managing a corporate empire, juggling finance...
Gloriana
DOS1996 business simulation
Hamurabi remake
DOS1996freewareremake kingdom simulation
The 1996 Hamurabi remake takes one of the oldest strategy concepts in gaming and gives it a modest DOS-era facelift. At its core, it’s still about managing resources, feeding...
Holiday Island
Windows 3.x1996 sandbox strategy, city building
Lords of the Realm 2
DOSWindows XP/98/95Mac OS1996protected kingdom simulation
Lords of the Realm II is a medieval-themed real-time strategy (RTS) and turn-based strategy game developed by Impressions Games and published by Sierra On-Line. Released in 1996, i...
Capitalism Plus
DOSWindows XP/98/951997protected business simulation
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...
Constructor
DOSWindows XP/98/95Mac OSLinux1997protected business simulation
Constructor is a simulation and strategy video game developed by System 3 and first released in 1997. In the game, players take on the role of a property developer with the goal of...
Entrepreneur
Windows XP/98/951997 business simulation
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...






























