My 2 month old rolling to his side during sleep but if we don't swaddle him he constantly wakes himself up with his arm and leg reflexes. Pediatrician said it's ok to prevent rolling by blocking off the side of his legs with pillows but at what point should we stop doing this? Is swaddling preventing his development somehow?
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I stopped swaddling before two months...he kept breaking out of them. He sleeps fine in his sleep sacks now.

I wouldn't say you're preventing development but it looks like he's ready for sleep sacks...give it a try.