We have 15 homegrown players and we need 10 of them to keep into the first team to remain into the nee rules.
Wilshere is one of them.
In my opinion, if Szczesny will return, one defender between Holding and Chambers will remain, Bellerin and Iwobi are starters, the two W (Welbeck, Walcott) will remain, Oxlade is changing role, the third keeper will be ever an homegrow, we will have 8 potential homegrown players in the squad with other seven players (Coquelin, Ramsey, Wilshere, Maitland-Niles, Chambers, Jenkinson) with chances to leave or to remain in the squad for the others two spaces.
Well, for the rules and the player with a contract which will expire after one year, for me Jack can go out.
About football, Arsenal have Xhaka, Elneny, Ramsey, Coquelin, Oxlade and Cazorla. Would Arsenal try to improve the quality? Yes. Should Wilshere be the player which can improve us? Not for me.