Ofcourse: One of the problems that can arise from people who’ve suffered through the dating scene for so long is, that they can become a little desensitized. They have been burnt several times. Sometimes we suffer from PTDS (Post Traumatic Date Syndrome).
We say, “how can I marry him/her, # 168 was better at X” “#73 was better at Y”. Its very difficult.
I think, as at all stages in life, it’s extremely important to have a Rov/Rebbe/Rebbetzen/competent mentor, who have our best interest at heart. They can help us heal and push through life’s very difficult challenges.