G.B.
3 & 4 yr olds have big imaginations and often suffer with lots of fears. He needs a lot of understanding, encouragement to talk out what's going on from his perspective, and physical/emotional support. The baby's presence in his life may be one of the things that's thrown him off. It always concerns me when parents have "a strict bedtime routine" because the childn's needs and feelings generally are nowhere near the top of the list in this kind of situation. It sounds like this child is stretching you as parents but it's more than just a manipulative stage. This is a difficult time for him. The things you've tried all sound good as well as your guess that he may be closing in on dropping the nap. Nightmares can be terrifying as well as scary thoughts when awake. I imagine he's not watching scary TV shows or getting any caffeine. Sometimes parents don't think of these things so I thought I'd mention them just to be sure. It may be as simple as wondering if he's loved as much as the baby or it may be much more complex, but I'd work with him gently with lots of listening for as long as it takes. The baby can catch up on her sleep around the clock. I think this boy's needs are strong right now, for whatever reason. Hang in there, H.!