1. Jackson: 1st (Caroline Islands), 10th (Flops vs. Tops), 1st (Valley of Victors)
It should come as a surprise to nobody that Jackson sits atop this list. As the only player to win multiple main series games, Jackson has supplanted himself far and above the field as the best player in Cutthroat history. He played a strong game in his first showing and it netted him a win by a tiebreaker vote in Caroline Islands. Despite falling short in his next appearance (Flops vs. Tops), he was blindsided and idoled out because his threat level was so high. Had he survived that vote, there was a chance he could have won that season as well. He then returned for a final time in Valley of Victors, where he rose above the rest to claim the title as the ultimate Sole Survivor. On top of his two main series wins, he also won spinoff and placed in the Final 3 in two others. His track record is incomparable to his colleagues and he sits atop this list without much doubt.
