Ciao! I'm an American (or USAsian as I prefer it) who has been pestering this board now for several years. On all my visits to Italy I've taken a little time to look at living there but I've always had distractions.
So I've taken the month of November to dedicate to seriously looking. Factoring in everything (expense, access, etc.), despite my handle, it looks like Umbria is my best bet so I'll be staying in a VRBO in Panicale and scouring western Umbria for places to settle.
If anyone wants to meet for a coffee (didn't there used to be a thread by that name?) let me know.