Most sources recommend not transitioning to one nap until the toddler is sleeping 11 hours uninterrupted at night. My 14 month old has NEVER slept 11 hours uninterrupted and only sleeps 9-10 hours total at night, with 3-5 wake ups EVERY SINGLE NIGHT. He also rarely (meaning never) naps in a crib and I usually have to resort to wearing him in a baby carrier for naps.

When can I transition him to one nap? Has anyone else dealt with this?