ok, you have a job on your hands, I NEVER take two kids at once for this simple fact, it usually takes some time for any child to adjust to a new place, even the best kids need a little time! So...first off put in your notes somewhere, to not do this again. Too difficult. Now that you are here well, do you have rooms for them to sleep in separate/ even for a little bit until you can get the crier trained to sleep alone? If you do then I would suggest you put the crier to bed first leave him a little soft music or something, maybe wrap him (swaddle like) (i know he's 18 mo. but he sounds babied) so he feels safe and leave him for a good little while to "cry" & fall asleep ALONE! the key is to train him to go to sleep by himself, if he is a fairly normal tempered child, he should pick up on this quite quick, as long as you dont give in, then once he is asleep you can lay the other one down in (hopefully) peace and quiet. I dont really believe in taking steps to transition a child, daycare is a little different than home care with mommy in the sence that the sooner the kids learn they need to rely on themselves the better for all including that child. Self soothing is a GIFT for the child as well as the parent, builds self assurance, and self esteem. AND helps the Mother or Provider!!!!!! Good Luck!