Hi Milliesmaw!
Has Benjamin had a hard time with naps too? My Gabriela has had 20 and 30 min naps and was also waking at 5:30 ish. I have been putting her to bed at 6:30 at the advice of a board moderator since she was waking at 6:30 at that time (then I was putting her to bed at 7) Now at the advice of another moderator I am also only giving her 2 hrs wake time---the thinking is that she is overtired. I was thinking the same. Funny thing is that a couple of nights ago for 2 nights straight she went to sleep exactly at 6:30 and woke at 8:30 ish crying and taking an hour or so of consoling to get back to sleep same as yours! But last night, though put to bed as usual, she did not fall asleep until 7:30 and then at 9:30 whimpered and then put herself back to sleep ( back in the times I was putting her to bed at 7 she was whimpering and putting herself back to sleep at 8:30 and 9:30.) Strange, isn't it? Makes me think that jsorrow might be right except I think 8:30 is way too late---maybe back to 7 or 7:30? Now, if I do that, since she stayed up last night till 7:30 no problem, should I just jump to 7:30 for bedtime tonight or do it little by little, and if I should do it little by little, how little and for how long?