Oh, how I can sympathize. And first of all, I wish people weren't so quick to jump and say never let your baby cry and make you sound like a terrible mother for trying this method out. I have a 7.5 month old and up until recently I was only sleeping in 2-3 hour blocks throughout the night because I was getting up with her. I got to a point of total exhaustion (actually diagnosed by a DR.) and felt like if I didn't get some solid sleep, I would end up having a total breakdown and unable to take care of my two children. We have to remember that in order to be a good mom, we have to take care of ourselves too! I'm all for attached parenting, but sometimes you have to get a little bit firm and try and teach your baby to sleep. My baby will not sleep in bed with me - she just tosses and turns and cries...so her Crib is the only place she really sleeps. It sounds like you are doing the right thing...and as far as sleep position goes, I think that if your baby falls asleep that way and is actually asleep, then it's okay. If he were uncomfortable, he would wake up. It probably has to do with physical development too, that he's at an age where he is learning to crawl, situp, and even stand alone, so they tend to practice this behavior at night too. I exclusively nurse too and what finally worked for us was to just send my husband in instead of me, and after two nights, she figured it out. She's not totally sleeping through the night now, but it's much better...I'm now only going in once to feed her. Good Luck - I know it's hard - but you will get through it!