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I'm voting Thanos here, he just counters everything Pain does as well as giving him a hell of a time with his own trickiness, and with superior AP/dura Thanos has, I gotta say he takes this, I think Thanos, (in this setup), would try to extract information from Pain which might give an advantage to him, but he's always ready for someone to pull a quick one, as shown with Loki, so voting for Thanos.
 
Thanos can use his Stones to counter most of the wincons of Pain and can One-Shot him both physically and with his haxes.

I vote for Thanos.
 
Just finished reading over this and it should be noted partway through this debate the powerstone did get a CRT and got buffed up but that aside it does seem like thanos has way more wincons and more likely than not can take the pains in a fight so I vote thanos
 
Ima give it to chin sack, he has the physicals to keep up(and over power some of the pain) and the power stone and space stone allows him to get out of some bad situations
 
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