OK, thanks for the feedback guys.
@VS - Title.. yes, this will be soon. I think I'm going to draw it.
@ DiM - Thanks for the kind words and feedback (actually, this map was hand drawn for the most part. Mostly the colors and the paper, the rivers and seas as well. The borders, ect, looked too sloppy when scanned in so i redrew them in PS).
1) Freehand it.... hmmm... I'm real hesitant. I feel like the imaginary cartographer who drew the map would have had access to a ruler. If freehanding it doesn't look good to my eye, I think maybe something like layered papers a la 13 Colonies or First Nations of America would work quite nicely.
2) Do you mean the army symbols? Like the nearby ruler, I presumed the cartographer had a template for drawing these things. When I freehanded them originally, they were a total mess.
3) You don't like the font? The style I was going for was typewriter of the early 20th century. I rather like the font, so while your criticism is appreciated, I think I'm going to keep it.
4) Nice title... yes. This is coming. There's a little spot in the lower left I'm going to use.
@Natty - regrettably, I'm of totally different opinion with you on this one. I think the railroads should be bolder than the borders because they cross over them. The regions are irrelevant to the trains because they link cities, not territories. When i had them so narrow, I felt they just got muddied up with the borders too much. With them thick like this, they are clear that they are not borders and are something different. I might lower the opacity a bit though, just to get it to mesh with the rest of the map a bit better.