|Blood, Toil, Tears and Sweat||10|
|Win all duels with enemy ace (Eastern Winds).|
This appears to be unmissable as you will encounter the Ace twice over the duration of the DLC and you will need to shoot him down to complete the mission in both cases. Your last encounter with him will be in the last mission - The Conte di Cavour. One thing that may screw up the achievement, as it did for a similar pin/medal requirement, is if you shoot him down with a rocket it may not count as a kill.
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