When Club signed Grealish, we already had enough attackers..
LW -> Foden, Sterling
RW -> Mahrez, Jesus
CF -> Torres.
Plus during that period, there were a lot of discussions about Kane transfer, after that there was interest in Ronaldo.. So City was obviously trying to sign a striker..
Also, there were a lot of rumors about Bernardo and it appeared to be true, cause it's now confirmed that he wanted and wants to go, problem is that, City is asking big money for him and till today, no club was able pay that..
Considering above mentioned situation, it's clear that Jack wasn't signed to play either winger or False9 position, he was signed to play in midfield and actually in his first game, he started as a LCM against Tottenham.. Jack also revealed in a recent interview that he prefers to play in midfield, but as long as Pep is happy he is happy as well :D
A lot of things changed since then.. Nor Kane nor Ronaldo was signed, Bernardo stayed and etc.
But this summer, we have situation when probably Bernardo is gone, Gundo as well. KDB 32..
Our midfield will be -> Rodri, KDB and Phillips.. Even if we sign Bellingham, there still one player will be needed to rotate with KDB, so here I see an opportunity for Jack..
--------Rodri-----------------
------------------Bellinghem
-----KDB----------------------
Phillips -> Rotates with Rodri and Bellinghem
Grealish -> Rotates with KDB and plays regularly due to KDB's age..
Plus, in this system, KDB doesn't have that many defensive duties and is concentrated more on goals / assists. That suits Jack as well..
So, I think, there is still a chance, that Grealish transfer will work out..