Family IS family, and unfortunately you have no say on who you’re stuck with.
My feelings are you never, ever, screw over family because when it all hits the fan you at least have them to turn to.
Madonna is a whack job but she’s not an evil or bad person. If she is doing this then there must be one hell of a past between them to have caused this, and I think I can safely say this because her image means everything to her.
Even if she is a horrible person she would rather save face and her image by helping him than letting this story get out, for her own benefit in the circles she hangs with than anything else. I wouldn’t want to associate with someone that would do that to their own brother, and her fans and friends probably feel the same way, so she must be able to justify doing it for that reason alone.
It is not that easy to end up on the streets. Especially if you worked for your own Dad and your sister is a billionnaire. I think he has probably done something to cause it, or perhaps he is bipolar and won’t stay on his meds. I am sure madonna could throw down $500K for him to have a paid for house forever and she wouldn’t feel it. There must be a reason.