A study was conducted to examine the relationship between sleep quality and how commercial drivers balance conflict between the need for rest and tight delivery schedules. Face-to-face interviews were conducted with 188 commercial drivers to collect physiological data and self-reported measures. Multivariate linear regression models were developed to analyze relationships between sleep quantity, sleep quality, symptoms of obstructive sleep apnea, and how schedule-based priorities were established. A significant correlation was found between sleep quality and preference given by subjects, when symptoms of fatigue were detected, to elect whether to rest or comply with a real or perceived duty to maintain externally imposed schedule demands.