When installing iTunes 12 (I have the 32-bit installation file), the iTunes installer tells me through the gui, "File AppleApplicationSupport.msi was rejected by digital signature policy." Then it gracefully stops the installation.
This process is started by double-clicking the installer on my Ubuntu system. If I launch `playonlinux` from the command line in order to get the debug log, then when I install, wine crashes.
Incidentally, I had to fix the FreeType issue as per: https://www.playonlinux.com/en/topic-16321.html#m63651
How to get iTunes 12 to installl?