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Not in checkers. The Chinook team later proved it is a draw if both players play perfectly.

In the context of the GP quote, Data did ~~achieve victory~~ busted him up, in a sense, by playing for a draw, so...

[0] https://www.youtube.com/watch?v=yIRT6xRQkf8

One of my favorite quotes of all time.

The only winning move is not to play.

Are you saying he busted him up?

Whoosh

Nah, he's quoting a TNG episode where Data does the exact same thing.

Ah,oops, my whoosh!

Data may have said it in TNG, but pretty sure this originated with the 1983 film “WarGames” (https://en.m.wikipedia.org/wiki/WarGames).

It was Picard to Data: https://www.youtube.com/watch?v=t4A-Ml8YHyM

The WarGames "the only winning move is not to play" quote is about mutually assured destruction; a rather different lesson than the one Data learns in 'Peak Performance'.

Not at all true in general; consider tic-tac-toe.