After a playtest and some feedback, here are the changes I found suitable for the next version.
Removed the flank from the second courtyard to mid entirely, and replaced the exit with a Health/Ammo cubby
Made the mid building larger which also aided in nerfing the engineer cubby
Added a 3rd exit to the mid flank
Level overview
Smaller Changes Include
The roof edges now have no collisions so jumpers aren't gimped on occasional jumps
Adjusted health placement
Added cubemaps and soundscapes
Added a concerning amount of blockbullet brushes to the dumptrucks