I have the moby & luckily my dd loves the cradle hold although the first few times I tried she screamed and screamed and I couldnt figure out what was wrong until I saw a vide on it on youtube -can't find it, sorry-. Basically I was wearing her to low. I should be able to look down and kiss her forehead-problem solved! she can look around but turn her head in when she gets sleepy but of course she only tires out when i walk her around for 10 minutes and the bouncing knocks her out! I hope you get the hang of it because it is an awesome wrap, the only babywearing device I've found that works for us! You could also try to pull up the band around your waist all the way up to support his head, just make sure his face isn't in the fabric and he can breathe!