This paper first investigated the positive psychology techniques applied at Wellington College, a widely celebrated private school in the U.K., then elaborates on the early-phase development of positive education in Taiwan, acknowledging areas that require improvement. This investigation focused on the following four constructs when analyzing the established positive psychology curriculum at Wellington College: (1) positive outlook orientation; (2) positive momentum orientation; (3) the educational disclosure of positive perspective; and (4) the influence of positive psychology on subjects. An exploration of the efficacy of positive education at Wellington, proved inspiring for a hoped-for paradigm shift in Taiwanese education. This shift would involve two main aspects: (1) the thrust of the primary curriculum and (2) the means by which values are taught throughout on Taiwanese campuses.