i think it must be difficult for her and any man she is with. she is just so successful. the man becomes Mr madonna and its difficult for them to be recognised in their own right.
i doubt he would take any of her money. i think it would be a be issue of pride.
i think their drive for success atracted them to each other, but ultimately took them in different ways.
i know i shouldn't speculate. but sometimes you can't help it.