> Every single time I reboot, if I have to unplug my external monitor, and keyboard, login, then plug them back in. Otherwise it refuses to talk to them.
HOLY SHIT, my work Mac does this all the time and my personal Mac does not, I cannot for the life of me figure out why, nobody I have talked to understands it, it drives me absolutely insane.
Everything else in your post is either a personal preference and/or not a problem for my workflow