How many times did you have to sleep train? LO is in the middle of a ww/sick/teething.. God knows what, and the past couple of nights he's been waking up crying hysterically so I'd go in and rock him. Sometimes he falls back asleep right away, other times its taken 2 hours. Tonight he started crying hard as I was rocking him. I'm thinking he was overtired and just couldn't fall asleep. I think if I let him CIO in the beginning he would've been asleep by then! Anyway I finally gave him some milk and put him down to CIO. He cried for maybe 15 mins and is now sleeping. Anyone ever have to retrain sleep habits? I always regret trying to sooth him but mommy brain/heart hates to hear the crying!! Ahhhhh!!