Just some thoughts on R2:
I think Clint could take a majority against Tombstone, given the proper ordnance and the morals-off condition. Hawkeye's not an idiot, so he definitely won't be using brute force against Lonnie. I see this playing out like the time Hawkeye defeated Tyrannus-Abomination with hit-and-run tactics. Clint will keep his distance, where he can bombard Tombstone while the villain's unable to effectively harm him.
Sleeping-gas arrows, sonic arrows, electric-shock arrows, explosive arrows (capable of shortly stunning Nul Hulk) and the aforementioned bunker-buster arrow (which I believe took down Kowalski Vengeance?) are all realistic options, I'd argue. You have to remember that Clint regularly holds back on lethal force (Bendis' Dark Reign writing aside), and given the 'morals-off' and 'bloodlusted' and 'win by any means necessary' conditions, I can see Hawkeye just spamming heavy ordnance at Tombs.
As for the rest of the gauntlet, I can agree with the consensus that Clint loses to a non-jobbing Shocker, assuming he beats Kraven.
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