Its good to see another hand-drawn entry, Del and a nice one at that!
I agree your "scrawl" kind of jars with the map. One suggestion would be to use light pencil guidelines, have some caligraphic or other letter style to reference, and take your time to hand draw your lettering with the same patience you have with the rest of your map. Do this on a separate sheet of paper.
Erase the pencil lines, scan them in, then rescale to fit and digitally place them on your map - as if they were hand-drawn on the same original scan at the same time.
I seriously considered to hand created text, but when I came up with the idea to use the slanted descriptive text, I thought - whoa that makes for lots of writing. So I chose to go digital.
You have few enough labels, that you could do it all by hand.
Something to consider, anyway.
PS: oh, the challenge requires north to point a specific direction. Turning your map on its side works for me, but I think you still need a compass rose with north pointing about 2:00 - just to qualify with the challenge rules.