#1 isn't filemaker's fault, it's an issue with Outlook. FM16 still offers a 32 and 64 bit installer, however they have noted that the 32 bit installer could be removed in future releases.
As for #2, again, not sure this is a filemaker bug at all. The solution for clearing the font cache still works whenever that issue manifests itself.
If those are your primary concerns I would say that FM16, nor any subsequent release, will guarantee you 100% unobstructed functionality. Both of those concerns rely on external programs and 3rd party files, so FMI can only do so much to be compatible with them.