What's the fun in flagging Mittens? Everyone has done that already.
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I made mittens play against engines a few times and I realised that the positions that Mittens has the most trouble with are the sharp attacking positions, so maybe with enough attempts, one could outplay Mittens legitimately. However, without an engine, it could be quite hard for humans to punish the mistakes.
For example, this game between the Lichess analyser and Mittens.
https://www.chess.com/analysis/game/computer/30480504?tab=analysis