Game box art challenge?

Sid Meier’s Railroads!

Nope. Good guess, though…

SSI’s Colonial Conquest?

1830?

Nope, but two more very good guesses.

Next one:

Here’s the next one.

Cartels & Cutthroats?

Good guess, but no. C&C’s box was green.

The Contract Finance Company Tycoon??

No. Although that might be an interesting game!

Um, Railways around the World… 18xx… The American Barons?

Right topic! The publisher has been guessed already…

Western America: The Titans of Railroad? :D … something SSI I presume.

Argh, ashamed I can’t name an '80s SSI game!

This didn’t have a DOS release? I have no idea either.