If I upgrade to AxCrypt2, I must do that on all my personal windows machines correct?
Its not mandatory to update the AxCrypt 2. But We are stopped developing new features and fixing issues for the legacy version(AxCrypt 1.x). So we will suggest you to use the AxCrypt 2.x app.
I also use the Android version on our two phones, will the current version be able to read the new files or do I have to update those also?
You can able to read the new files in AxCrypt mobile app. Our mobile apps do not yet have the capability to encrypt or update encrypted files on mobile devices.
AxCrypt mobile apps are intended to complement the desktop application, by allowing files encrypted on the desktop to be opened and viewed on any mobile device