Yes, totally. Everything Jason does here seems to be about validation from Bruce and seriously why wouldn't he need that? That history would make me just as insecure! It's a very valid question for him to ask--but of course he would never ask it outright. And Bruce has a hard time saying it in other ways. All the Robins share that insecurity to some extent (Tim least of all due to his personality and circumstances) but the other ones had time and experience to work it out and get that validation. Jason really does need people to do the reaching out here.