Puppy transitioning from sleeping alone into my room

So my puppy of 10 months ever since 8 weeks has slept in a separate room from me alone. This was to teach him independence and he caught on instantly. We have a family member moving back in with us and they need to use the room he was in so now he’s sleeping in my room with me. I don’t know if it’s as difficult as doing the opposite but he’s always been raised that when someone was opening the door to his room he was getting let out. Also there will be times due to my work schedule where I will be going into my room well into the night when he is sleeping. He’s never had to deal with someone coming into a room with him and not letting him out of his crate. Is this as difficult as I’m making it think in my head? It’s weird lol because I’m doing the opposite of what people usually do.