A: Your little one sounds like he is entering the stage when he is starting to give up his nap. The problem is that he probably still really needs a nap, but it is interfering with him falling asleep at his usual bedtime. For now, stick with continuing to put him down every day for a nap. He may or may not sleep, but rest time is good for everybody. On days that he doesn’t fall asleep, move his bedtime much earlier. On days that he does take a nap, you may need to push his bedtime back a bit later.