I am a HAPPILY married man who has discovered, I think, that it would be best for us to file separately. However, I can't find an answer ANYWHERE as to how we would divide up our itemized deductions. All answers to this question have to do with couples who are separated or divorced. All our bills are paid from a joint checking account and both our names are on all titles for our "stuff". Seems to me we should just divide the itemized deductions in half, but not sure if that is correct.