He whined a little, but each time I tried to comfort him and calm him down a little bit. After maybe 10 mins or so, he whined more, I calmed him down and gave him a little piece of food and once he wasn't whining, I took him out. So i'd say it was fairly successful
The plan for tonight is to put him in, give him the shirt i'm currently wearing, hopefully get a ticking clock, and i'll sleep on the floor outside his door. Does anyone have any methods that worked well for them? I'm not gonna lie, we've been really overwhelmed about this process, to the point of tears for my girlfriend and I would be sooo appreciative of any tips and even encouragement. Thanks so much guys!