wether cullen did or not really doesn't matter, because eventually orlais would be at war with ferelden again regardless, celene wont live forever and many orlesians hate ferelden, it's pretty much inevitable, and from cullen's point he's looking at it as the world is in chaos and could get sucked into a breach, he's military so most of his advice is from that point of view, as far as he can see if orlais is to stand a chance gaspard would be more equipped to deal with the kind of trouble that the world is currently facing, and before i get accused of favouring cullen, i had celene stay on the throne, but i can see how cullen would think like that, and cassandra, it does not mean he doesn't care about his family, he keeps in contact with them, if they were in trouble i'm certain he would jump to their aid instantly and he would ask the inquisition for help, i have no doubt about that, as for ferelden, they have had alot of trouble and seem to get through it, plus the inquisition would still be there in fource to help if the worst should happen, i'm sure cullen thought of that also