Yeah fair enough, it is a tough one. I did mention in a previous post on here that I don't think he will leave purely because of his age, the fact there are other strikers available currently who are younger and I just don't think Daniel Levy would give him up easy, especially with having three years on his contract left.
I'd be interested to know what Kane's opinion on Jose is.
I think Harry is a club/team guy so he backs the manager whoever he is. I find it hard to see him basing his staying or going on Jose, when the results haven't been impressive. Everyone has their own views but for example I can't see him leaving if we sack Jose and bring in Nagelsmann but staying if we kept Jose.
I think for him it comes down to how much he values winning versus playing at one club that he has been at for his whole career and potentially being the top scorer in PL history. I just don't see anything that Jose offers that would trump those things. Perhaps if he was potentially coming in this season and Kane bought into the idea of him being a serial winner, but after seeing that it isn't working the past two seasons I don't know how that would keep him here.