Gracie you can still put him in the HAB whilst he is asleep. I just did this post the other day with different ways to wrap with the HAB.

Kangaroo Hold

This hold works particularly well for parents whose babies tend to wake up when moved. In the Kangaroo Hold, they can fall asleep on mom or dad and then be wrapped in place without being disturbed.

1. With the assistance of a partner, spread the center of the wrap over baby.
2. While supporting baby, move each section of fabric across your back and over the opposite shoulder.
3. Holding baby tightly, spread the fabric of one piece over baby's torso the opposite hip.
4. Spread the other piece of fabric over baby's torso, making sure you keep fabric pulled tight as you wrap.
5. You may tie a knot at your back or bring the fabric to the front and tie there.
6. Spread fabric and tuck baby's head for additional support.