On one hand principals complain that children don’t respect them on the other hand they lower themselves to the level of “friend” and discuss with bochurim things that are not on their level to discuss. I don’t think this is appropriate at all! Who applies to the Yeshiva and who the Yeshiva interviews is and should remain confidential information between the applicant, the parents and the Yeshiva. It is no one’s business who was “not accepted” to any given Yeshiva and therefore discussing this with any talmid in the Yeshiva will result in Loshon Horah. Any talmid who asks the principal should be told that is not their concern.
In addition, why would any principal assume that any teenager is qualified to decide or have an opinion on whether another bochur is appropriate for the Yeshiva or not? Are they on the same level, with the same amount of knowledge and experience as a Rebbe, Principal or Rosh Yeshiva that they can make such a suggestion, recommendation or determination? Is it a test of the talmidim to see if they will say loshon horah on the incoming Talmid? Then the principal is potentially setting them up to fail and sin. That is halachically inappropriate. So what would be the purpose of that? It sounds like that principal is either immature or does not have enough confidence in himself to stay at the level of a grown up. Another teenager would not have the sechel to understand that children can learn and change, they can commit to doing better and even if they were shvach a year ago they could have worked hard to improve, if they misbehaved a year ago, they could have had an amazing Rebbe that helped them work on their midos and made strides in that as well. You have to think like an adult with compassion and common sense and not like a child.