For Salinger, you will have to unlock the option to go out and search for a dragon at midnight. Until you can do this, your interactions with him will be limited. Skipping class to go to the fields or arena will help you encounter him a few times, then you should try and talk to him at the fields for queensgaurd practice, and make sure you have enough strength, and eventually after enough interaction I think you should get the option to go find the dragon (but make sure you pick the house with the most strength or you'll fail his options)
I’ve already done all of that
Looking for the dragon at midnight,meeting his pact bond partner thing...,getting enough strength points for the options,met him at queensgaurd,skipping class n stuff
But after all of that the narration repeats without me making really and progress and I just end up with the fail ending again
I don’t think it’s guaranteed to get that every single time if you do this but pretty much what I do is try to interact with him a few times,pretty much just start going for him right at Monday,make sure at queensgaurd you get his cg then attend a class,I think you have to take the option of hanging out with him in that class and then you’ll get a dialogue about 2 students talking about a dragon and then you should be set!