Nap time placement

[Fun&care]

Honestly aside from the boy with Williams and your son, I would put everyone in the same room, tuck them in, say goodnight, turn the sound machine on and close the door and hope for the best. I don't really care if they are a good/ bad sleeper...they will get used to each other and pretty much all of my kids can actually sleep through another child being awake and crying now because they are just used to it. You are trying too hard IMO. Put them down and don't pick them back up and preferably don't even go in there again until naptime is over. They will get bored eventually and fall asleep.