This research examined the relationships among personality factors, social support, emotional wellbeing, and academic achievement in 65 gifted secondary students, a sample drawn from a longitudinal study of over 950 students. The research demonstrated that, compared to their non-gifted peers, gifted students had significantly higher academic outcomes for all subject areas except Geography and Physical Education. Teachers rated the gifted students as being well adjusted and less likely to have behavioural or emotional problems than non-gifted students. The gifted students, however, reported feeling more sad and less satisfied with their social support than their non-gifted counterparts. There were no significant differences in terms of self-esteem, trait hope, problem orientation, or attitudes towards education. Within the gifted sample, the research found that the students who were most likely to get poor grades were those who scored high in psychoticism and low in conscientiousness, trait hope, joviality, and in attitudes towards schools. Interestingly, self-esteem was entirely unrelated to gifted performance.