I don't like Ben's personality much, while Simon is my 3rd favorite chess Youtuber, after John Bartholomew and ChessNetwork. Ben is probably a stronger player though, although I'm not sure how good he is at blitz - never seen him actually play, only give some lectures.
I hope Simon gets some Harry action going!
I'm unsure about who would win the actual chess tournament, as both players are comparable in strength, but Finegold definitely has the snarkiest wit judging by his lectures (thus making his lessons uniquely engaging) so I'm confident that he can bring that same fire to this match.