"Okay, good, that's better. Then think about it this way. He wants to help out, right? How about you go to bat for him? There's going to be all sorts of gaps with people leaving for college. I know that the Chief is looking to bring in a bunch of new trolls, but why not give Connor a go? He's... well, he's a pooka, and all that goes along with that, but... he's not dumb. He may be immature, but he's older than some wilders, when it comes to life experience. He knows the lodge well - maybe even better than Lily, and she SNOOPS.
You have to do this, but it's not that you don't need a Squire any more. You need him to help pick up where you left off, until you come back. I'd say just to Knight him and be done with it, to be honest, but you seem to like having him tag along."