@woodrow-smith said in Default Directory Issue:
Notepad++ > Settings > Preferences > Default Directory > Follow Current Document
I’ve always found this choice to be the most reliable and (thus luckily) the one that makes the most sense to want to use.
Maybe there is a “disconnect” about how you think this is supposed to work? Maybe walk us through an example? Otherwise, I think it is working fine for the vast majority of users, so I don’t think there’s anything else anyone can do to help.