> including going into my keychain and trying to allow more permission to some items

This almost certainly is not going to help, because it’s granting access to other things.

> Sometimes this mean 5-10min of allowing things access and typing my password over and over for each prompt. Things usually work after that, but I don't even have a clue, often times different apps seem to be asking if they can access system programs.

It’s interesting to see how we’ve already degrade to the Windows Vista-esque experience when you just approve everything. None of the security benefits, all of the usability downsides…