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ZForce attacking Singapore Harbour. In 1943 some ambitious officers of the Allied Intelligence Bureau (AIB) wanted to strike the Japanese in their secure strongholds. 28 year old Captain Ivan Lyon of the Gordon Highlanders teamed up with 61 year old Australian Bill Reynolds and hatched a plan to attack the Japanese in Singapore harbour where they would launch collapsible canoes carrying commandos who would attach limpet mines to the Japanese shipping.
"Z" Special Unit in Australia during WW2
Dare I say: Pearl Harbor?
PH was a raid, no doubt and a very influential one. But does that alone qualifies? The assmebling of houndreds of strike planes make me think that PH was not a specificly raid which fullfills the main requirement of "most daring raid"- That are the odds working against the raiders. In Pearl Harbour the odds were heavily favouring the raiders instead.