Cale here is also a rich trust fund baby, but he busts his ass running an NGO trying to make the world a better place. So he would be very critical of your boy's do-nothing ways. He'd be all "urgh you give us trust fund babies a bad rep". But he's no angel. While he's going on about saving the environment he flies planes recreationally, spends a lot of money on pointless extreme sports, so he's not beyond criticism.