I am sure, that between Canada and America, there are many times when The Govts. did condone this sort of thing, it was done without knowledge of us Civilians.
One example is Greg "Pappy" Boyington who was officially discharged by The Army and went to Asia to fly with The Flying Tigers against The Red Take over. He was also under orders to do so after He volunteered to do so under Claire Chenault, Gen. of the USA Army Air Corp.
When war was officialy declared, He was brought back into the US Army.
So maybe there is a lot more that we do not know about. Well, on both sides of the border.