I'm not sure he can afford to take that risk. His popularity is at an all-time low, pressure is building and, whilst it's a season away, can you imagine the reaction were Kane to join Chelsea? Levy would be blamed big time.I get where you're coming from re: Levy but I do think Kane cares about his legacy. He is happy to go to Utd or City for example. However, if he went to Arsenal or Chelsea it would put him in the same ballpark as Sol Campbell and I doubt he would think its worth it. If he tried to bluff Levy with that I suspect Daniel wouldn't blink.
I think its as simple as sell to Utd this summer or he goes to Utd/City for free next year. The third option, signing a new contract, is still viable but a lot will need to change between now and the end of the year. Nagelsman and new major investment may help..
Or does he take the circa £75m from United this summer and dress it up as part of the 'rebuild'?
Personally I do think he'll hold onto Kane and pray that the new manager turns things around unbelievably quickly and he can convince him to sign a new contract. That is a long shot but he'll think 'I tried'.