Well I think I'm going to stop fighting with him. He seems to have settled into going to bed around 8-8:15 and waking at 6:45-7ish. Although I don't like it, it seems to be working for him and when I try and change it, he does the same thing anyways so no point in wasting my time
He will take a 1.5-2 hr nap. He is still waking a night but usually just once now. Actually that's not true. He wakes somewhere around midnight and then also at about 5:45 (I bring him into bed with me here.....probably setting myself up for issues). He gets up earlier when he teeth seem to be bugging him.
I am still sitting in his room but it is only taking 5 minutes for him to fall asleep when hes going to bed when he wants to instead of when I was him to (so not 7 lol). I have no idea how I am going to do this in 3 months with 2 kiddos but we are also going on a trip right before baby comes along and that throws everything out the window for us anyways with him.
I hope it will all work out
Thanks girls!