An assessment study examining the relationship between sleep quality and personality style in individuals presenting to a sleep clinic with symptoms of insomnia was conducted. The protocol entailed standard clinical interviews conducted by a board certified sleep physician and licensed clinical psychologist. Participants were then assessed using a standard interview and the Millon Clinical Multi-axial Inventory III (MCMI-III) A follow-up appointment was conducted to provide interpretation and treatment recommendations from the interview and testing data. The results from a review of 210 cases are presented in terms of their sleep quality and dominant MCMI-III patterns. Preliminary multivariate analyses indicated two common profiles that correspond to the presentation of insomnia symptomology. These clusters were termed "avoidant" and "anxious" profiles, accordingly. Item content analyses were conducted via the Noteworthy Item classification in the MCMI-III manual to determine the viability of a category determined by the authors called Sleep Behavior Preoccupation. Of this sample 17% fit into the category.