MessyLife
B, shinji need information so that leave A and B and E, E is out because it could possibly bring him problems with the village if they discovered that he didn't report his capture if a spy to them, between B and A the difference is that B is more ruthless and that's a trait I want shinji to have so I choose B because if that, also medium cause it's the highest amount of torture shinji could give without the risk of killing yuri which is bad because the village would be angry due to the fact that they can't extract information from a dead body.
I vote B I have a big suspicion that Misumi was sent by Kabuto so that means Kabuto no matter what will find out that Sayuri was lying because either Misumi reports what happens or he doesn’t return alive either way Kaubto and Orochi are now aware that Sayuri is a liar and Shunji is on both of their radars my guess is that Orochi might attempt to give Shinji a curse mark in the forest of death so hard torture to get the info about the konoha crush and who’s behind it will be useful also their is a chance Orochi takes Shinji as a student in the three year timeskip but it is unlikely just know there is a chance but now that Shinji is on Orochi’s radar he will stay there so Shinji will need to be careful the entire exam and any chance we get we should train in preparation.
B either Little or medium many reasons, mostly that it's anbu material according to the discord server, Kabuto would know shinji is strong if the spy doesn't return, so it's better to know what the spy might be planning aka get hints or know that orochimaru is planning to attack the village early the roll for who is observing is 18 = scarecrow aka Kakashi check discord rolls for it so he might stop us if we go too far
After observing the arguments of the comments, I changed my mind, so that shinji becomes more ruthless within the tolerance limits of hiruzen, the letter (b) and the most appropriate. If the mentor is really kabuto, then the MC discovering and going after the kabuto, they may end up negotiating, and shinji may try to convince kabuto to accept him as his assistant and in return saiyuri may stay alive (if she is still alive).
B normal torture wont work hes a ninja witha rubber boddy so you have to do it the hard way and torture him so that even after he gives the answers he doesnt want to live torture to the point where if he does make it back alive he’d be to scared to tell anyone about what he observed. Although im pretty sure there is someway he will die before he even says anything I dont wont him to have a such a quick death so why no make it the most miserable and painful seconds he ever experienced