Seattle, WA
There’s an IDC tool to punch the wires into their spot, I’d grab one although I do find them frustrating sometimes.
Photo 1- I would dump the wire nuts and redo those connections.
#2 concerned about what’s under that black tape. If u can re punch that brown wire I wouldn’t worry about replacing the whole thing personally.
#3 yeah, def. redo all of those with a better crimp - on the wire insulation. Those connectors aren’t terrible, not sure if they have they ‘locking’ tabs though.
The crimper linked above is great, I use and love it.
