I would cut the iPad & TV out completely! When he finally figures out it is really not an option any more, he will find something else to do. This will probably be harder on you then him (unfortunately) but I would be shocked if didn't have a positive impact.
That's assuming the child has intact play skills. A child on the autism spectrum, for example, may not play even if other options are taken away, or will "play" in unconventional ways. (This can include memorizing facts, making lists, lining or setting things up, repetitive games like solitaire...)
