Here's a couple notes:
Tobago is too small to fit an army number.
There's a missing connection between Pacific Costa Rica and Southern Nicaragua, as well as Pacific Honduras - Pacific Nicaragua, and Southern Guatemala - Belize.
But the most important thing is that your territory drawing method is most likely using the fill tool on a bitmap map, and it looks like a complete mess. If you want to make it give a better impression to new players, you should use better methods. I recommend using actual drawing tools to draw out paths (like the Bezier curve and straight line tool) as a starter, and this (https://www.warlight.net/Forum/10806-easy-tutorial-making-clean-map-borders
) tutorial should help you with further tidying those borders up.
Edited 2/20/2015 22:03:04