With John still possibly being hunted, it’s safe to say that if he is coming for Winston, and he’ll run into quite a few High Table cronies on the road.
Charon has one big advantage after the events of John Wick: Chapter 3 – Parabellum.
To start, he’s aligned with Winston, who got back into the High Table’s good graces at the end of the movie.
That means he could be somewhat fatigued by the time the two meet, which gives Charon an advantage.