Very different scenarios, Milan and Juve.
Keeping Pogba would be ideal, but if he doesn't sign a new contract soon he clearly doesn't want to commit to Juve. Why should we risk having to sell him for a cut price somewhere down the line?
he will want stay for juve to grow and if juve are the best option for him for the next years he willwant to stay. if we sell the likes of vucinic quags etc... we can save up around 7-8m on wages which can be given to pogba with a salary of around 4-5m a season + bonuses. listen we don't need to sell pogba to switch to a 433 and as long as conte is here pogba is going nowhere.
in: menez free, nani 12m, santon 8m, evra free, Osvaldo (re-loan) ~~20m
out: vucinic 7m, quags 5m, isla 5m, peluso 2m, ~~18-20m
so we have kept pogba, got 2 good leftbacks, and 2 good wingers