Well, there's certainly a lack of planning. I kind of missed the journey between two points part of the challenge requirements, and started this with the concept that there's a few safe cities, and everywhere else is extremely dangerous - so I'm going to have to work the journey part in somehow.
I started on the regional inset with the mountains, and I wanted them to have that nice hand-drawn look, so I browsed through the tutorials section and found
this. Which, it turns out, is a ridiculously easy way of hand-drawing your mountains. If you look closely at my map, you can probably tell that I started at the bottom and worked my way to the top, from the quality of the mountains
The coastlines are a modification of
Oldguy's Tutorial. I added some extra steps on to it, and then traced over the coastline with a tablet, so that the line strength wouldn't be even all the way along, and to keep the hand-drawn feel. And the woodcut along the coastlines is a whole lot of patience. Little squiggly lines all the way along. I made a nice woodcut texture for another map a while ago, but again, wanted to keep this hand-drawn. Rivers are also simple tablet lines, pressure-sensitive is a must for that of course. Finally, after all that, using a font to do the labels seemed just plain wrong. So I used the Algerian font as a guide, and drew the letters by hand. So they look nice, but they have that little margin of error in them to keep em honest.
Right now I'm working on the tunnels, for which, I think, I just need to start drawing all sorts of little off-shoots and caverns now. The journey is probably going to have to be represented by drawings and filler text - the section I put aside for the depth map may have to pre-empted for such things. Maybe a most-dangerous list of the Fungoids an unlucky dwarf might encounter