At mass bomber brief I asked the briefer:
The attack track is easterly and heading towards Russia. We are not supposed to scan in to Russia. How can we do a radar attack? (modified for brevity).
You could have heard a pin drop as 100 aircrew listened for the answer.
Afterwards the sqn ldr buttonholed me and said, good question but never stop me in it like that again.
He was a good example of the wrong man for the job but we became good friends afterwards.