Well, this definitely sounds like you're advising someone to learn how to dive into a pool without any water. Like, "Once you learn, we'll fill it up." I understand that it's unrealistic, but put yourself in his shoes (even though it's hard to imagine) – what would you do in his place? Would you dive into a pool without water, or...? Let's look at the situation realistically.
P.S. I remember when I was practicing with a friend in a pool... We couldn't swim, so we walked the entire distance along the edge:D