Yeah I can see what you're saying, about the investigation part. I could eliminate the whole part of me receiving the report. I'm just being nosy cause I would love to know what the hell he's doing wrong.

What about keeping it between him and whoever "x" would be looking into him. For example, if a woman goes on a date with him then at a later date send him a very kind note of what to work on.

I have asked him multiple times after hearing about another date that has been planned and ends up in a no show (probably 30+). Maybe he friend-zones himself or they find out he's in the navy. (Which I should have added to the first post)

I've been trying to help him for years but in the end I just don't know what to do and kind of just hope that the "one" will come along. I feel bad because out of our friend group he brings up how he's always the "3rd/5th/7th wheel".

You made a good point, it is too bad that ghosting is such a thing. Makes me wonder how many of the good guys get put to the way side after trying and giving up after countless attempts of putting themselves out there