I don't think that was the case with Conte or Mourinho, we played more through the middle using counter attacks, we didn't need players like Odobert then, we were more direct and Johnson would have fitted those teams better, in a sort of Lucas Moura role, though I don't think he's as good as Moura who could also dribble and beat his man as part of this attributes sometimes.
Odobert's skill set would fit perfectly in that wide #10 role for Conte. Players that can do that fit in any system.
Son used to struggle with exactly the same things in that system as he does this one. If you play it to him with a man pressing behind and ask him to keep it and play in tight spaces, it's not his biggest strength, the same with Johnson. The only difference under Conte was we used to defend deeper and there were counter attack opportunities in behind more often. But even those dried up once teams learned Conte's passing patterns and knew to press certain players.