As much as I wanna say Ueda's plan is for the best, he is stepping on the toes of Denshichiro who is the family head of the dojo. He can be an advisor sure, but him meddling in these side affairs to try and protect Denshichiro from the start without him knowing is a sign of disrespect and does not show loyalty to the dojo's name. I do know they will lose their family head, but sometimes a rebuild can make the members stronger.
Unfortunately, since the start of this arc of chapter 180 we know who wins and thats what truly makes this tragic.