@Kevin-Moran ,
As @xomx said in this Issue#18315 comment, he was not able to reproduce the problem (*). Since there is an issue (even though it’s currently closed), would you be able to go to that issue, and give an exact sequence of steps (from the initial launch of Notepad++ through to the second and third time that the warning pops up even with having answered Always load …), including your full ?-menu > Debug Info, and the session.xml that is being loaded (you can change paths in the session to things like c:\path\to\file1.json and \\hostname\sharename\path\to\file2.cpp if your filenames or paths hold information that you need to redact.
Another important question: if instead of your normal workflow, if you open Notepad++, click Always load…, then exit Notepad++ immediately and restart, does it save the answer?
If you have the ability, replying in [issue #18315](this Issue#18315 comment](https://github.com/notepad-plus-plus/notepad-plus-plus/issues/18315) might be best (IMO) at this point; but if you don’t have or cannot create an account for GitHub, you can reply here. (It just buries other things in the Release Announcement threads if it dives into debugging a specific problem.)
*: unsaid in that Issue: I had also tried to replicate it, and could not. As soon as I answer ALWAYS in a given instance of Notepad++, it stops pestering me, no matter how many times I reload a file from the network or from my local drive, or how many times I manually open a session file from the network or from my local drive. That’s why it’s so important to give the exact sequence of events you use to encounter the problem, with as many details as you can. Because until someone can replicate it, the problem likely cannot be found or fixed.