Yep, it just takes practice!
I find that it feels more insecure than it really is, and looking in the mirror before we go out helps reassure me. If they're in there right, there's really no way they're going to fall out!
I get dd (9 mos, 19 lbs) in by myself on a regular basis, and I find that it helps, after the straps are on, to sort of jump to adjust her...hard to explain but sort of bounce while you pull the baby into the right spot. Also when you get real comfortable you can reach back and pull the top of the carrier (by baby's shoulders) out so that the baby drops farther down. I hope that makes some sense.
Good luck!! It's so worth it, it's such an awesome carrier.

I get dd (9 mos, 19 lbs) in by myself on a regular basis, and I find that it helps, after the straps are on, to sort of jump to adjust her...hard to explain but sort of bounce while you pull the baby into the right spot. Also when you get real comfortable you can reach back and pull the top of the carrier (by baby's shoulders) out so that the baby drops farther down. I hope that makes some sense.
Good luck!! It's so worth it, it's such an awesome carrier.