Notice how how he implies Madonna should support him.
He needs to look for work independently of his sister.
I would probably try to come up with a solution but its her money to do with as she pleases.
However it doesn’t sound like availability of money has done him much good in the past. Sounds to me like he needs to figure this out on his own.
I don’t think he was implying that - it was more the question of who he is and what is he doing there. If Madonna wasn’t his sister, you actually think they would interview him? LOL! He was merely saying the obvious - and what THEY were implying.