/hugs
Yes, combining our skills could be beneficial, but if we were to attempt such a thing and fail once, Acumen may strike preemptively to prevent us from ever do so again. For such a mission to be worth it, we would need to know that the margin for success outweighs the potential risks of failure.
[Itachi is patient. He can wait days, months, years--but he knows time may not be on their side. Or perhaps not on his side.]