So I may not be the most qualified to talk about this topic as I did get married while I was still in school, but I have talked to friends/family who have gone/are going through this situation and I ponder how we got to this place. What is really the root of the Shidduch problem? is it the unrealistic expectations people have for relationships? Is it the approach we as a community have taken to teaching about relationships? I have a few theories regarding what causes/caused this situation.
1: We have become as a society so superficial and self centered that we have a need to have the perfect mate. Even if such a person does not exist. People are not perfect. Everyone has annoying quirks and faults no matter how wonderful they are.
2: We as a community lack a standard and consistent method for teaching teens about relationships especially sexual relationships. As far as I know no Jewish day school even broaches the subject of sex ed until possibly senior year. The serious lack of sex ed and relationship ed is a major underlying problem, which ties into the expectation problem. if we don't teach kids what to expect they will make it up as they go along.
3; The pressure to get married. There is so much pressure to get married, settle down and have a family that when you are thrust into the world of dating you have only one goal: Marriage. While I don't believe dating should be "only" fun, dating should not be this pressure filled race to be the first to get married. Young people who are dating should relax and enjoy the period of life that they are in.
If we as a community make some fundamental changes in our attitude and education, we might be able to, if not fix the current situation then at least make it better for our children.