FSX crashes with subsequent attempts to "Fly Now"

When I initiate a flight, "Fly Now", the scenery and other loading processes complete fine and I am placed at my destination. However, if I exit to change a setting for instance, and "Fly Now", FSX crashes to a grey screen while loading terrain (crashes at 0%). It appears that any subsequent attempts to fly after the initial configuration has been loaded fails.

Has anyone had similar experiences that could share their means of resolution? Or perhaps someone has a theory on what may be happening in this case that may be creating this problem.

This is very frustrating when you simply want to change the time or parking location for instance.