Hi Jenn, are you able to pop up his routine?
we have very similar issues with Caleb at the last A time of the day, i have found that if i spend 10mins with him in his room right after he wakes up, just sitting and chilling in a chair having cuddles then he comes right. it might be that he just needs that time to adjust before coming out of his room. i sit with Caleb and we cuddle and after about 5 mins or so he just sits up and starts talking to me, he gets off my lap and walks out of hte room, its when he starts chatting to me i know hes ready to go