Enough money on the table makes everyone available IMO. Who do you like anyway? Even if he's not available maybe.
It should be our priority right after a top striker I think.
I'd put a defender as second priority after a striker.
I think I'd possibly view someone like Di Maria or Ribery as ideal, even if they are quite different players.
The problem is finding good quality wingers (wingers, not SS) who still have a good workrate.
Juve's 4-3-3 can hold up as it is just now because it has Pepe and Juve are significantly more athletic than pretty much everyone in Serie A.
Taking on good, athletic teams from England or Germany in the CL, I think there would be a danger of Juve being overrun if they had a winger who really didn't help out much defensively.