There are 4 endings one is becoming the guild master of the enforcers, the 2nd is becoming the guildmaster of the buceneers, the third is makeing 1 million dollors and the 4th is capturing every city.
It's going at your slowest human I believe you can go faster if you buy a extra horse for each of your people (don't attach it to a cart) or you can get vehicles (the amount of people they hold is told in the buy decription)
This game is oddly addicting the only thing I can suggest is that you can see where you are on the map (maybe add a skill where the better you are at it the more accurate the point on the map is)