After working on this for more or less the entire day, here's the state of things:
Attachment 92544
Holy crap, I can now see why this has the potential to take a year.
Notes:
-Realizing I was too aggressive with my line thickness on the buildings, and I'm working through sections to dial it back.
-The further I get with this the more I realize I need to figure out the layout of my city on the outskirts before I progress much more.
-I just wanted to point out that the major government buildings being positioned on an island in a river is an homage to my hometown of Cedar Rapids, IA, one of only two(?) cities in the world to have such a feature in their city.