As a newer mapmaker, it does seem daunting, but I can tell you I think I can see both sides of the equation here. It's like this:
The game is
based on the creation of maps. Without maps to play on, there is no game, period. Most of the population doesn't really bother with the process, taking for granted it actually happens, and will also complain about it... When someone who doesn't make maps tries the process just seems to go against the work being done. And watching other maps go through the process it may seem that a new mapmaker is being picked on. It's a patience issue really.
The daunting part of map making, to me, seems to be those that do post and comment, while usually polite and insightful, seem to go around in circles. One person thinks the bonus value should be 3 another thinks it should be 4, both make good arguments on the subject, so you go up and down, up and down... It happens with most aspects of map making, some like the way this text looks, or that picture, this rule, etc. and others don't. It can be very frustrating. The work put into maps is slow and tedious.
I dunno, maybe something that might be really helpful for drafts and as a part of this process (or on its own) might be testing the map with actual gameplay. Seeing the map being used will point out tons of issues. It is quite different to SAY "think about if you would want to start on this territory..." and actually PLAYING the territory during a game. For this to work you would need to reach a graphical bench mark, and have the know how to code the XML. Eh, could be worth a try.
Either way, if you want some help with this oaktown, I can chip in too on the "B" team.