The answer that the Sages give us is that he must leave a child-parent relationship. The normal relationship between parents and children is that parents give and children receive. The love that grows between them is surprisingly unbalanced. Parents love their children far more than most children love their parents. There is a flaw inherent to the relationship that causes this misbalance.
Love never is the result of taking.
It is the result of giving. The more we give, the more we love. The more we love, the more we are beloved. In order for the relationship between Ish and Isha, between man and woman to work, it must first be defined meaningfully. Which takes us to cupid himself.