Well, from that vanity fair article we can sort a few points.
First of all, it seems Del Piero is hesitating to stay, even if he would love to do so. The reason is simple, he is not accustomed to be the benchwarmer of no one and he feels he still have some good football and can still be sueful for the team, but at the same time he knows that even when he is still "the great del piero" he is fully aware that time goes on and also changes are inevitable.
IMO, he is fully aware that conte and agnelli are looking to a future without him, but still i think this is something that hurts everyone involved, because im pretty sure deep inside no one on their right mind would like Ale to go.... but at the same time we have to face the fact that he is not getting younger. What makes this situation difficult is that we all have witnessed that his class is still intact.... but at the same time is kind of counter productive to overuse him instead of looking for substitutes, because, using del piero and relying on him is like an illussion, something that will not last long, and when it is finally over, we will find ourselves in a worst scenario.
This is looking it from a very objective point of view
All this being said, still there is the sentimental side of the equation, the part where we are dealing with one of a kind legend in the club, and a loved figure for everything that is related to Juventus. I kind of undertand him, and it must be super difficult to deal with this.
What do? Insist on keep playing for the fans but at the expense of your own playing time and your own satisfaction maybe?, or go on and try new things for the sake of the club, but leaving behind your beloved home, fans and everything behind?.