I purchased the Pro version of every product by Inkwell Ideas. My favorite is Worldographer, which can create world and continent sized maps, regional maps, city maps, and battlemats. The software is so comprehensive and rich, that I often find that I need a bit of help to get what I want done.
Hand drawn map from 2 years ago.
I usually just google answers and when combined with Inkwell Ideas' forums and the Manual I can get things done.
Today I googled something and discovered that Inkwell is using some of my maps as examples.