Here is the routine that he seems to be following this week, it's actually the exact schedule he followed today:
5ish Wake, sometimes cries. Usually I'll feed him a bottle around 5:15 and lay him back in his crib.
6am Get up for day
6:30 Cereal
7:45-8:15 short nap (usually falls asleep in car on the way to sitters)
8:45 the babysitter usually feeds him a bottle around this time
9:45-11:15 Nap (I pick him up between 11:15-11:30 to go home from sitter)
12:45 Bottle
2:30-3:45 Nap
4:15 Bottle
5:30 Cereal
6:15 begin bedtime routine
6:45/7ish asleep
When I put him down to sleep at home I can do a 2-5 minute wind down routine and he goes right to sleep with no fuss. The babysitter has not had any luck with this for his 9:45 nap. He usually screams before she even lays him down. I told her to start getting him ready 10 minutes earlier and that seemed to work today, but she has begun to have him fall asleep in her arms, because as soon as she lays him down he wakes and screams (i'm hoping this will pass). Ben (my baby) just seems to go from awake and happy to fussy and miserable in seconds. If you miss his window it is so hard to get him down. Today I kept waiting for him to get fussy for his afternoon nap and he never did. Finally at 2:30 I took him up to his room and he went right to sleep. Is this too long to keep him up? Also, I don't see where I can fit in a late catnap so I'm trying to cut it out. I'm hoping that now that he is almost 6 months old 3 hours of awake time is okay.
Tonight he went to bed with no fuss, and I don't expect to hear from him until EARLY tomorrow morning!