You need to be “Signed In” to AxCrypt. This is essentially the same function as the checkboxes “Remember for decryption” and “Remember for encryption” in the previous version, just that we made it a requirement to make it easier to use with fewer options.
As for the two password situation, that’s probably because you have an older version of AxCrypt 2. The current version will offer to automatically convert to version 2, thereafter you’ll just have to enter the one password for the entire session regardless of how many and how many times you open a file.
Get the most recent version of AxCrypt, and if you’ve already declined the option to turn it on automatically, turn on the auto convert feature here: