Roadmap does crash from time to time- I'm merging it with a later version of the Roadmap code in the next release so maybe that will help this. It does seem when a userland app crashes though that you lose the player, becuase hijack will never go back to the player screen. The only way around this I've found is to ftp to the player and send "quote site rw", for some reason the act of putting the "mounted r/w" pop-up on screen gets you back to the player screen.

As far as memory goes Roadmap only loads what it needs at any given time, so you don't have to worry about it loading all your maps unless your zooming out really far.