The authors investigated the stability of the published Sixteen Personality Factor Questionnaire‐Fifth Edition (16PF; S. Conn & M. Rieke, 1994) predictors in predicting Holland types as measured by the Self‐Directed Search (SDS; J. Holland, B. Fritzsche, & A. Powell, 1994). Because the majority of the published regression equations contained unstable predictors, the authors developed modified multiple regression equations using the more stable predictors. However, these equations, although statistically significant, shared less than 50% of the variance with the criterion variable, suggesting limited practical utility or support for the domain overlap of the 16PF and the SDS. The authors recommend that the SDS be used when a measure of SDS types is needed.