Stephie
Please don't feel foolish. I know that feeling of confusion and paralysis so well. Feeling like the current situation is unsustainable but really just having no idea of what, if anything, you should do about it. I think it is totally compounded by lack of sleep too, I have found myself literally unable to think straight or make even the smallest of decisions without endless agonizing.
I do agree that the situation would be much more manageable for you if you didn't have to pick him up at every waking. That must be just exhausting - and he's a big boy - my muscles used to just ache lifting little Clara in and out of the cot all the time and I imagine Cully probably weighs more than she does. However I think you need to balance the need to make a change against the difficulty/distress involved in actually making the change. Trying to change things, no matter how gently and gradually, is always going to be more difficult than maintaining the status quo (in the short term), so I think it's always important to weigh it up and decide whether it's worth it. I think only you can be the judge of what method to use. How does Cully react if you pick him up but don't rock him? Does he cry much less and calm much quicker than if you don't pick him up at all? If so, then maybe that's the way to go. However if he still cries a lot even when picked up then I would be tempted to go cold turkey on picking him up but still lying next to him and comforting him in whatever way he will accept. I think seaweed's point about working out what is and isn't acceptable to you is really well made and useful for all of us to think about.
Rachel - try not to feel down about bedtime not going according to plan. Sometimes despite our best efforts things just don't go to plan. And even if everything works out exactly as you planned it, it's still no guarantee that LO will sleep any better than usual. I have had so many nights of putting Clara to bed after a "perfect" day and thinking that she "must" sleep tonight, only for her to wake up as usual 45 minutes later.
Gaia - yay, great news on F starting to self-settle! This is what Clara does nearly all the time now although she still goes through phases of wanting to feed to sleep, usually she pulls off and rolls over and then settles herself.
Amy - sorry to hear that Chloe isn't well. Sounds like an amazing night's sleep though! Maybe she's just not comfortable in the crib for some reason. I really don't think Clara was comfortable in the cot, she really likes having a big space to roll around on, she moves around so much in her sleep that she must have found the cot very restrictive!
Vikki - how did Daniel do today? Did you have another one nap day?
Clara was teething very badly today and was actually cranky and obviously in pain during the day (which is unusual for her). I gave her Nurofen at bedtime and that seems to have settled her. It's so much easier to know what to do when it's really obvious that it's teething compared to when you are just guessing about what could possibly be wrong.