Andy you should watch this video and it will give you an idea of what is happening inside your 5-speed shifting issues. https://www.youtube.com/watch?v=6UnFDaAdBaM I have done this repair on a few 5-speeds and it makes a night and day difference
Gus
64 Plymouth Savoy 493 Indy EZ's by Nick at Compu-Flow 5-Speed Richmond faceplate Liberty box Dana 60