Ian McShane has addressed John Wick: Chapter 3 - Parabellum 's twist ending, which saw his character, Winston, shoot Keanu Reeves' John Wick off the rooftop of the Continental. After a parlay between Winston and the Adjudicator of the High Table, the pair come to an agreement that sees Winston return to power within New York's Continental.

The Continental: From the World of John Wick, Series Finale, Episode 3 “Night 3: Theater of Pain” Ending, Explained: How does Winston finally take over The Continental? Watching Gretel being blown apart is the last straw for Cormac, who, upon learning that the High Table had washed their hands off him, chooses to activate Defensonium
The final scene shows Winston and the Bowery King (Laurence Fishburne) back in New York visiting Wick's grave with his pit bull: John is buried by his wife Helen, with a headstone that reads
Wick has been healed from gunshots before, as the New York doctor helped John at the beginning of John Wick: Chapter 3, and John could have been sent to the doctor following the duel. Nevertheless, Winston and John were in France, and there was no way John could have survived long enough to be transported back home to the doctor.
In the John Wick films, Charon's allegiance has lied with both Winston and Wick, but it's really his boss whom Charon owes most of his loyalty. Thus, given his servitude for Winston, and the way John Wick: Chapter 3 - Parabellum ended things, it would be illogical for Charon to return without his employer also coming back.
John Wick 4. Caine is in the centre of the shot facing towards us. There are 2 guys in front of him to the left and right with their back towards the camera. Caine stands in place going back and forth between the 2 cutting them down.
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does winston die in john wick 3