Any tips on forcing the laggards in my trash folder to disappear would be greatly appreciated. So far no terminal commands or disabling SIP have been successful - any tips?
You haven't said what Terminal commands you've tried, but don't forget that Trash can exist on other volumes besides the one in your home folder. Run this to remove all Trash.
sudo rm -rf ~/.Trash /Volumes/*/.Trashes
Be very careful when entering this command