S.C.
Hi J.,
This is very common amongst my friends and also with my own child. If you would like to keep swaddling him - I would suggest the Miracle Blanket - he will not break free. In the beginning my duaghter would just go to sleep after we swaddled her then at about 3 months she became more alert and we would have to stand over the crib and do the whole shhhhhh with the binky for like 20 minutes every time she went to sleep. Naps and at bedtime. At about 4 months she knew the routine and as soon as we swaddled her and put her in the crib she would just go to sleep with no fuss.
I used the Ferber Method at 8 months - tht is when I felt my daughter could understand the cry it out and we went in at short intervals. She never cried for more than 6 minutes before falling asleep. She did not cry after one day of naps and one long night she started to just lay there for a while and then fall asleep. No more waking up in the night looking for the binky etc. We also transitioned to a sleep sack.
Unfortunately it always changes. Now she can stand so sometimes we will put her in there and then the next thing we know she is standing up throwing her binky out of the crib and playing. Agh!