An exploratory factor analysis (EFA) was used to evaluate a 54-item experimental questionnaire called the Oblique Hope, Affectivity, Resiliency, and Empathy (O-HARE). The sample was N = 181 adults in the United States who have experienced mental health concerns during their lifetime. Individuals were randomly assigned to a control condition (n = 95) and experimental condition (n = 86). Three instruments were administered online, O-HARE, NEO Five-Factor Inventory, and the Personality Assessment Screener. There was no significant effect size between the two conditions (d = .212). Factor loading using a Promax principal component rotation with coefficient's suppressed (< 0.40) indicated the O-HARE had a significant KMO = 89.8, p = .001 on 12 factors. The EFA produced low factor loadings for 18 items, a reduction to 36 items on seven factors increased the KMO = 92.3, p = .001. The four O-HARE domains had significant t-scores with p values < .001. ANOVA demonstrated a strong relationship between the NEO-FFI-3, O-HARE, and PAS subscales. The t-scores were significant, with p values < .001 on all NEO-FFI-3 dimensions and PAS subscales.