Thanks everyone for your awesome words of encouragement here as well as on Facebook and emails. The second night was still pretty rough, but he did it without too much backtalk. Last night by far was the best. I just tucked him in, grabbed my book and sat on the chair.
He tried engaging in some philosophical questions because he knows that I’m a sucker for a deep conversation with a 5 year old. Then he asked if I would sleep on the chair because that would make him happy. I said no. Then he tried telling me that he couldn’t sleep and he was going to be up all night… about two second later he was OUT for the count. At 2am he woke up, but went right back to sleep. I actually did fall asleep on the chair for about an hour… eek my back.
Hopefully tonight will be more of the same; of course then we’re going away for the night so we’ll most likely be back to square one but alas progress is progress.