Interesting concept. The game fortunately started out simple enough for me to get the hang of the rules before it got too complicated, although I definitely went on the wrong path a few times. I definitely find it cool that all paths lead back to the start. I made it up to 1703. One suggestion would be to consider making the train move automatically, possibly with a button to slow it down if you need time to think (just so that you don't have to spend most of the game holding space).