My kid never could cry himself to sleep either. We never had nightlights on since it overstimulated him. We had a remote control battery operated mobile and turned it off as we snuck out the door. But he slept in his crib until 14 months old. Then we took it down, moved out of state, he slept on mattress on the ground, then we moved and then he slept in twin bed by himself. But after he turned 18 months old, night terrors started, my husband couldn't sleep very well, he tends to shift in bed a lot when I can sleep in one or two positions the whole night, so he moved out of my room, and my kid moved in. He's 3.5 y.o. now and unless he passes out on the floor/couch, then he gets picked up and moved back to his own bedroom. But otherwise, he's sleeping with me. I think if he eats a lot of carbs - bread, pasta, etc before he goes to bed, then he stays in bed all night. But if he doesn't eat well, or overstimulates from watching too much tv at night, then he won't sleep at all.