TED's Rekindled Relationship With Dianne

There's a possibility that ted hadn't intended to break up with diane. Perhaps there were other factors at play. Shortly before the break up, his grand plans of attending a prodigious awschool fell through. His ivy league applications were rejected. He hated himself for not being better. For years, he dreamed of becoming a successful lawyer. Without that future, he may have felt the need to reject diane before she learned the truth.