Though he consistently reassured Harry not to worry about it, and that he was sure they would figure something out, he wasn’t actually as confident as he made out he was. The truth was, he had no idea how they were going to get it. Not from the school, anyway. He’d briefly contemplated employing someone to retrieve it for them, before dismissing the idea completely. If Dumbledore had nearly died getting it, how would anyone else fair? Especially when Draco couldn’t accurately forewarn them of what to expect. And especially when Draco couldn’t trust them with the knowledge of what they were actually retrieving. If he wasn’t prepared to trust Dumbledore, he certainly wasn’t prepared to trust a stranger.