J.S.
R.: We moved three years ago when my son was also five and had just started school. By December he was crying every morning and did not want to go to bed because he knew it brought him closer to school the next day. We conquered it with the following things. We went to a birthday party and I stayed for most of the party. It was a stroke of luck someone had a party, however you might think of taking the initiative and have a Valentines Day Party or some winter celebration of your own and invite the girls or a select group of kids from the class and contact the school office for addresses. Then we asked the teacher of a name of a student that was a good mix for him and invited them over for two hours once or twice a month regularly. This was an undertaking as we live in the country but well worth it. Next, we established a regular bedtime routine, left his light on and yes, he still sleeps in my bed when he feels insecure. My husband frequently works in Chicago, has the same philosophy as your husband but my personal philosophy is this. We snuggle babies and make them feel secure and then wean them to sleep alone only to reverse the process when we are adults. One of my favorite things to do is to climb into bed at night and feel secure with someone next to me. It seems more natural than psychologically unsound to want to sleep with someone who brings you comfort. If waiting till she gets to sleep confines you and your needs for time, establish a tucking into bed and checking on her in fifteen minutes system. That works well for us and frees me up greatly. Good luck to you as well. Don't forget to reach out yourself. Our local church was a life saver for me and has also helped my son if you are open to that idea. J.