The current investigation sought to ascertain what, if any, relationship exists between resiliency and self-actualization. To that end, this quantitative study examines the correlation between resiliency as measured by the Workplace Big Five (WPB5) (Howard & Howard, The owner’s manual for personality at work: How the big five personality traits affect performance, communication, teamwork, leadership, and sales, 2010) and self-actualization as measured by the Actualized Leader Profile (ALP) (Sparks & Repede, Academy of Educational Leadership Journal 20, 23–43, 2016). The WPB5 measures personality traits based on the five-factor model of personality with the supertrait scale “Need for Stability” (N-) assessing personal resiliency (Howard & Howard, 2010). The ALP measures leadership style based on the intensity of individual motive needs as identified by McClelland (Human motivation. Cambridge University Press, 1987) and moderated by the need for self-actualization as defined by Maslow (Motivation and personality. Harper & Brothers, 1954) in a 57-item self-assessment (Sparks & Repede, Academy of Educational Leadership Journal 20, 23–43, 2016). A correlational analysis from 102 participants (n = 102) demonstrates a statistically significant relationship between self-actualization as measured by the ALP and the supertrait in the need for stability (N-), including all four associated subtraits: Worry (N1), Intensity (N2), Interpretation (N3), and Rebound Time (N4). These results contribute to the literature exploring the intersection of self-actualization and resiliency (Keyes & Haidt, Flourishing: Positive psychology and the life well-lived. American Psychological Association, 2003); Reich, Zautra, & Hall, Handbook of adult resilience. The Guilford Press, 2010). The practical implications of the study as well as recommended future research are addressed.