Wondering if anyone knows of a way to auto sync a Flac library with itunes?

I have some (50%) of my music in FLAC format (played through my SQbox Touch in my man cave) but my wife prefers the nice pretty itunes interface.

The remainder of my music is still being ripped into FLAC.

I would like to just do the FLAC conversion once and have some sort of "background process" running that checks my FLAC library path  and auto imports into itunes when required.