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During WWII, the US launched a mission to kill Isoroku Yamamoto, the architect of the Japanese attack on Pearl Harbor, which only went so well due to Yamamoto really not caring about his own safety and ignoring constant warnings from his subordinates.

Sources:

Doug Hampton. Operation Vengeance: The Astonishing Aerial Ambush That Changed World War II

Burke Davis. Get Yamamoto.

Hiroyuki Agawa. The Reluctant Admiral: Yamamoto and the Imperial Navy.

https://warfarehistorynetwork.com/article/killing-yamamoto-operation-vengeance-from-roger-ames-cockpit/

https://warfarehistorynetwork.com/article/death-of-admiral-isoroku-yamamoto/