What criteria do you use to determine a Soldier is not retainable? When do you give up and choose to chapter / BAR them?

Fortunately, I have never had to recommend a BAR to reenlistment.  I have built a few chapter packets though, and those mainly dealt with IET Soldiers with personality disorders that were interfering with their duties as a Soldier.  The only exception was a Soldier I had in Afghanistan.  He continuously messed up, and it didn't matter what we did to try to fix him, he kept making major mistakes.  He was rehabilitative transferred to my team, but I couldn't fix him either.  I tried everything I could think of, from on the spot corrections, to corrective training, to counseling, and everything in between.  He ended up getting multiple Article 15s in Afghanistan for losing his weapon.  It started with just leaving it unsecured, for which he got a counseling statement.  Two more times later and after different corrective training attempts, he got his first Article 15.  By this time we had him tie his weapon to his belt loops with 550 cord.  Then he did it again and got another Article 15.  He carried the SAW, so IDK how he could not notice it wasn't in his arms, especially when he was supposed to tie it to his belt loop.  After his third Article 15 on the same deployment for the same thing, we finally chaptered him.

This Soldier screwed up everything he did.  I have never seen someone so "ate-up."  I honestly think that he may have been trying to screw up and get kicked out because he hated everything about being a Soldier.