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Sounds like my daughter! I tried timed checks at 4 months and I just couldn't commit to it- I think she just was not ready. We continued rocking/holding her until she was 6 months and decided to try again. My husband was very anxious about it so I suggested he research different techniques and pick what he was the most comfortable with. That turned out to be Sleep Sense. He was on vacation so we tackled everything at once: naps, night, and dream feed. The first nap was torture but, honestly, got much better very quickly. I think she was just ready-we noticed that it was getting more and more difficult to rock her and once she did fall asleep in our arms, she would often wake herself up because she wanted the freedom to move around. She's now 20 months and is a great sleeper- aside from an occasional nap strike, lol. Good luck to you! It gets better!

We did CIO with checks around 3.5 for falling asleep. It only took 7 min the first night and since then he has put himself to sleep. Sometimes its quick and easy and sometimes it take a while, but there are rarely tears! Im currently trying to deal with MOTN wake ups with my LO at 7 months old. Right now I nurse him to sleep and he has suddenly developed object permanence so it is really screwing with his sleep. We are moving the nursing part of his routine from the end to the beginning and Im hoping it helps!

The precious little sleep blog has a great post on how to deal with multiple sleeping issues...I think someone had a similar issue to yours. In her post she told the woman to deal with putting down awake first. Once baby was able to put himself to sleep alone at his normal bedtime (9-10pm) then you start moving the bedtime earlier by 15-30 a night. Once you accomplish that, you tackle naps. Ah I found it! https://www.preciouslittlesleep.com/7-days-to-chunky-naps-and-11-hour-nights/ Lots of good info!