"? Also, the second part of your sentence could be either 'I wouldn't care who wins' or 'I wouldn't care who won'. Your #2 seems fine.
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TomJBy #1, do you mean "If they played against each other..."?'Against' is not necessary,
TomJAlso, the second part of your sentence could be either 'I wouldn't care who wins' or 'I wouldn't care who won'.'Won' is more natural
TomJYour #2 seems fine.