I think this article is bizarre.
Seems like a lot of boasting about his affluence and privilege.
Seems like his head was turned by an attractive reporterette/propagandist.
Seems like he is accepting his worries about his son as a substitute for parental discipline.
Seems like he is tempting fate to crash down upon him -- possibly as attonement for his great American wealth guilt.
Sorry for the late reply, but I think you nailed this one. Stein spends a great deal of time moving amongst the Hollywoids and I suspect that this behavior is fairly normal for them. The kid is drowning in affluence, IMHO.