Jason Bourne has been contracted to take out Winston (John Wick)

Winston

Jason Bourne

Setup:

Jason Bourne is given all the knowledge an assassin in John Wick would have and is told to assassinate the owner of the Continental, Winston. He has access to as much gear as he needs for the mission but is otherwise on his own unless he finds allies in the field. Winston is informed on the assassin coming for him and is given a picture, but nothing else. Bourne wins if he can complete the contract and Winston wins if he can have Bourne successfully killed.

Callouts:

One Sniper, One Bullet.

jason can take on any assasin. however he gets completely stomped in the scenario you described

Winston isn't the owner of the continental, he's the manager of the New York branch.

anyways

Bourne lures Winston out of the Continental and kills him.

Winston. The level of control he showed, with literally hundreds of assassins that stop and start at his beck and call. I don't think Bourne could take him out. Winston's like a comic-book supervillain.

I actually think there's a decent chance that he owns the chain overall as well, I wouldn't be surprised at any rate. I think the High-Table and the Continental are going to go to war in JW 3.

Bump.

Winston has an entire organization of assassins at his disposal. Bourne dies badly. Wick alone would take him out.

Bourne would win.

Bourne. He's more skilled than any Wickverse assassin, even Wick himself.

Let's be serious now...

Bourne would wreck Wick, but all the assassins at the same time might be too much for him.

I'm not very sure how all the assassins coming for Bourne can stop him.

They won't be able to find him to begin with.

He literally infiltrated the main office of the very agency that was looking for him. And when he found the the safe he aa trying to open has a voice key he decided to give the guy whose office he had infiltrated a call and tell him he's in his office.

And yet got out alive without any trouble.

The assassins are not going to be finding him and I doubt Bourne gives a shit about the rules. He infiltrates the hotel, kidnaps Winston and kills him outside. Nobody has any proof he broke the rules and Winston is dead.