(((Hugs))) hon, we are happy to try and help.

I have given him pain meds for teething occasionally but he tends to spit most of it out.
Does he take a bottle? I've heard of people mixing them in with the BT bottle, so you don't have to give them with a syringe. Also, have you tried ibuprofen? Supposedly it tastes better to LOs than acetaminophen and they will more readily take it. I also think it works a bit better for teething pain.
I would LOVE to get him into being an independent sleeper. Right now he is still in our bedroom but we will be moving him into his own room in a month or so, after all of the relatives are done visiting.
I think it's fine to start working on this while he's still in your room, unless you think he's really in pain from teething and it would be better to wait for a bit. You will go through your normal wind down routine of BT feed, singing, rocking, etc but put him in his crib rather than with you in bed to go to sleep. You will stay right with him, either standing, sitting or lying next to the crib or on your bed and repeat your sleepy phrase to him while either patting the mattress to have him lie down or actually putting him down yourself. You won't do any picking up at this age, it tends to only make them more mad as they think they are getting out of the crib, but try to calm him in the crib and lay him down if necessary. Doing the put down part is individual to each kiddo, some do better with it, for some it makes them more angry. So, you will have to assess during the process what works best for him. Another key is to really only help him if he needs it. If he is chatting, moaning, fussing, or playing just leave him to it and sit, stand, or lie next to him. Only go to him and help him when he has a genuine cry and needs your reassurance and help. Once he learns how to get himself to sleep on his own, you can start gradually leaving the room.
It will be very tough the first few days and you will likely want to give in, but it is an essential skill in my opinion and is so worth teaching. You will feel proud and encouraged when it's all said and done. We will hold your hand all the way!
