drunkenbeagle
Gang Member
It's no different than if a pilot, rated in single engine airplanes only, managed to get a tailwheel endorsement in a Beech 18 and then wanted to claim PIC prvlges in multi-engine airplanes on that basis.
In your scenario, you would get the 61.31(i) tailwheel endorsement, a 61.31(d)(2) PIC endorsement, and you would be perfectly legal to solo PIC a Beech 18.
Your premise that he is a SE student is incorrect. Since he is already a certificated pilot, he is getting a PIC endorsement to his ATP cert, to act as PIC in an ASEL.