If you work full time, then your son must have a day care arrangement. Does he have to touch sking to fall asleep there? The way I look at these sleep issues is that a newborn baby needs to be held when it cries and it often falls asleep in someone's arms. It is the parents who fail to transition as the baby ages and is ready and able to fall asleep without being rocked, or swayed, or having its back rubbed, etc. all ways of being soothed. Do you know any adults who have to be soothed to fall asleep? Well, a two year old no longer needs it either. He now has a habit and unfortunately he will have to cry a little to learn to be self-soothing. Since he is two, you can explain to him that he has to fall asleep by himself now and that you are going to put him down and he should go to sleep. After he cries 5 min., pop your head in the door only, no talking, you are to see him but he doesn't necessarily have to see you. After 10 more min if he's still crying, pop in your head again. Then wait 15 min before looking in on him. At his age he will probably be able to cry pretty long and when he sees you he will really begin to cry hard. That is good, because he will actually wear himself out faster the harder he cries. If you find it very difficult to listen to his crying, then don't, turn off the listening end of the monitor, close doors between you, whatever to lessen your anxiety. He will survive and actually he will be a happier boy, because we all have inner instincts and when we make progress growing-up, we feel better about ourselves. You will also feel better about your growth as a mother. When doing something for the first time, it is easy to get stuck. Many parents continue to act in ways that were good when started, but the child has outgrown the need for them.