I understand that they're keeping the door closed to prevent escapes, and also you don't want to distract your son with your presence if you drop in and then leave, but....I've always been told that a chief rule of any good child care is that a parent can drop in (or spy on!) children at any time. This prevents child care providers from, frankly, getting up to anything they shouldn't be. I'm not saying that's the case here, but the closed-door policy would concern me a little. Maybe talk to the facility about a closed-circuit camera or a one-way mirror so parents can see what's up? I bet they'll say it's too expensive and you're the only one who has asked for it....Yes,it's probably all just separation anxiety, especially if you son hasn't been used to being babysat/in day care/in classes with other kids, etc. But it's also possible there's something in the way the caregivers act with him that is upsetting him (or just making him angry even if their actions are appropriate). As the other person who posted also noted, sometimes these child care rooms mix kids of all ages and that can make for roughhousing, loudness, etc. that can overwhelm a young toddler like yours. Sounds like maybe you need to have a long and detailed talk with the care providers as well as their supervisor. I'd find a way to find out what goes on inside the room the hour or so he's there -- are there bigger kids dominating the younger ones, are loud, annoying videos blasting the whole time, are there too few toys for a kid his age, do the caregivers just sit against the wall and chat to each other and not play WITH the kids, do they not intervene when kids fight over toys, etc. Ask some questions and let us know what you find out!