Finch hates him and it's because he's not the kind of guard he prefers to use. He wants a taller guard who can defend and if the shot needs work then that's what he wants to work on. Connelly LOVES Bones Hyland (which is why he's still in the NBA), so in retrospect, Rob was a do-over for him.
The truth is that if Ant ever wants to win a title there, Rob needs to not just pan out but also be their 2nd best player eventually. If not, they don't have anyone else who can step up and be that guy and don't have the means to acquire it. Where Rob stands is as if last season never happened and there's three other players Finch would rather give PT to (Shannon, Clark and DiVincenzo). If Rob doesn't pan out they won't seek another PG., They'll just pretend Ant can do what Luka does.