No matter how long or short hes been awake, even when I pay attention to sleepy cues and wake windows he will always cry when im rocking him to sleep and fights his sleep. Rocking is the only way he'll fall asleep and it works after 5-20 minutes so I know its an effective method im just not sure why he cries and fights sleep so much.
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not normal!🥵 why does he cry? rocking baby to sleep i stopped that at 6mths for our kids cause they wld become too dependent of u for their bedtime schedule otherwise

If he’s around 3-4 months old by act chance?

I dont personally have experience with this but I would suggest messaging you doctor about it. If the doctor has concerns they will be able to give you advice. It could just be that he is so sleepy he cries to tell you about it. However if it is colic or something else the doctor would be able to look into it if you tell them your concerns.

Yes it's normal. My baby does this nearly every time. It's absolutely exhausting but completely normal

So he doesn’t like the transfer of the crib but prefers contact naps?

How old is he ? My baby started doing this around 4 months, I believe it is part of the 4 month sleep regression. However, it only lasted a few weeks and now she is ok.
It is like she was trying to fight her naps

Both mine have always cried when being put to sleep for naps or bedtime until they were old enough to go to sleep without any support (rocking) when they were much older
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