Previous studies have suggested that clinical psychologists’ case experiences can affect their expertise. However, no empirical study has focused on the relationship between clinical psychologists’ case experiences and their clinical values, which complement their expertise. This study thus aimed to explore how clinical psychologists’ case experiences affect their clinical values. We conducted semi-structured interviews with 20 clinical psychologists who had been licensed for at least 15 years. The results revealed five case experiences: 1) understanding clients well, 2) difficulty understanding clients, 3) experience helplessness, 4) experience violent negative feelings toward clients, and 5) experience positive feelings toward clients. Furthermore, helplessness can affect clinical psychologists’ content selection with regard to clinical values, and violent negative feelings toward clients can cause clinical psychologists to adjust their clinical values. For clinical values to evolve such that they are most helpful to clients, clinical psychologists must make efforts to undergo difficult case experiences that involve the experience of helplessness as well as the experience of violent negative feelings toward clients.