Well true, we don't know. so similarly, why do we all assume he's gonna have a miserable life just because hes back to pauper-hood? You don't have to give everything away to be freed from bondage of materialism, but if you're unable to give everything away, you're still to a certain extent bonded, because your state of mind still have attachment to things of the world. Even as I say that, I'm not saying it's a crime to have possession, so there is no need to be defensive about wanting to possess things. If you give everything and regret, yes, you still have not been released from that bondage.