Even when I leave him he'll cry for a little bit and be okay if distracted well enough. But then he might cry a few mins later too. It's a vicious cycle haha He cries if dad puts him to bed and I leave the room at bedtime.

Not sure how I could make him think he's leaving me. I've been trying to read up on the whole thing to find a "cure" but I can't find anything to actually help. We've been going for a little over 2 weeks now and it's the same thing every time. I even bring him his favorite snacks and a sippy cup. We just moved to a whole new place so he hasn't seen familiar faces in a while, and on top of teething molars etc. I think it's all getting to him. I just ask for 1 hour to workout 3x a day/every other day so he gets a little break. ?

Carter gets upset when I leave him but he's fine with leaving me lol. Is there a way you can make him feel like it's his choice to go play there?

I think if you do it for a couple days straight he'll get used to it. My daughter went through that too with my husband when he would go and sometimes he would just ends up coming back but within a week maybe or 2 she's was fine. Now we have a hard time getting her to leave.