Sunny has no history of psychiatric treatment but his partner reveals that Sunny has always been gloomy and anxious. Sunny is 58 years old and presents as a depressed to the point of verbalising confused thoughts and a loss of focus and cognitive organization. He is unable to work and is tearful, isolates and feels lethargic at all time. Treatment reveals that his mother’s recent death has not been fully grieved. He is also worried about life after retirement. Treatment includes identifying developmental-stage changes and normalizing feelings of grief. After a couple of sessions, Sunny is able to confront with inner held fears and beliefs and begin communicating better with family members and at workplace. Eventually together with therapist and family he begins to make a plan for transition to retirement. Sunny returned to his personal life and job with more hope and joy.