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MileyCyrus comments on Prisoner's Dilemma Tournament Results - Less Wrong
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Having a known number of rounds seems like a problem to me. Everybody wants to defect on the last round. It might be interesting to retry with a number of rounds chosen randomly from 100 to 110 or where after 100 each round has a 25% chance of being the final round. However a large number of matches might be needed to offset the advantages of playing in some matches with a higher than average number of rounds.
The way it goes now, we're basically playing rock-paper-scissors.
"Tit-for-tat until round 100" is beat by "tit-for-tat until 99", which is beat by "tit-for-tat until 98", which is beat by "tit-for-tat until 97" ect. At some point, "tit-for-tat until 100" becomes a winning strategy again, but only once the "tit-for-tat until [some arbitrarily low number]" strategies have become predominant.