Round 1: Random encounter, hand to hand, no prior knowledge. No armoured suit for Wick. Starting distance is 6 feet. Location: random alleyway. Win by kill or KO
Wick's durability should handle Rake's punishment given that his films occur in a span of 4 weeks and he's gotten hit by 6 cars in total and kept fighting, also falling off a building and surviving bludgeoning damage somehow.
In terms of hand to hand, Wick's skills should overcome Rake's physicals. Rake is faster in combat speed and more powerful in his blows and Rake's got good Wrestling skills, but eventually Wick's mastery of Brazilian Jiu Jitsu should allow him to choke him out in the end via triangle or RNC.
Round 2: Random encounter, knife fight, no prior knowledge. No armoured suit for Wick. Starting distance is 6 feet. Location: random alleyway. Win by kill or KO.
Wick has better feats when it comes to this area. He's been dodging and parrying axes, swords, knives etc. Plus he fought Zero and those two Raid guys who are supreme assassins themselves.
Round 3: Random encounter, each get a 9mm handgun with 2 clips. No prior knowledge, no armoured suit for Wick. Starting distance 20 feet. Location: random alleyway. Win by kill.
Wick's faster in the quickdraw as shown with the first encounter with Cassian. Dude's a modern cowboy gunslinger.
Round 4: Both are trying to kill one another. 5 days prep, full knowledge. Rake has access to weaponry and gear from the Continental and all associated services. Win by kill.
Could go to Rake, could go to Wick, unsure.
Bonus round: who can clear a room full of 8 guys unarmed faster?
Probably Rake from sheer physicality alone and combat hand speed. Wick would be slower, but he'll manage to take out such a number alone.
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