Well, it seems I may have been too ambitious in my map size

. I successfully forested the corner near the allies spawn point and then loaded it in skirmish mode to try things out. Here I discovered several issues:
1. I test airborne using a custom mod I made where all the recon/strafing/bombing run are free with 1 sec cooldown, and while they work in most places, the fortified hill sometimes causes planes to abort their runs.
2. With just about 1/8 of the map forested it caused my system to chug when I panned the camera with 7 CPUs spamming units left and right. I blame both the high volume of trees and the water reflection calculations.
3. All the fighting occured in the forest and around the hill, there was never any reason to cross the river to the other side, so perhaps the map is too large in the horizontal direction or else one team needs to spawn on the opposite side of the river.
So I think I will either need to have lots of grassy clearings and/or I may want to use the stamp tool to make a new map that encompasses the area shown by the red rectangle in the last screenshot. Any suggestions on making it more playable?
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