Looks like the main thing you haven't done yet is to consult both (1) competent legal counsel and (2) a competent accountant to answer your overarching question

Looks like the main thing you haven't done yet is to consult both (1) competent legal counsel and (2) a competent accountant to answer your overarching question! By seeking legal and accounting advice on HN, you're barking up the wrong tree.