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The present study examined direct and indirect effects of weeknight-to-weekend sleep consistency on supervisors’ rating of leadership performance markers among business leaders. Averaged peer- and self-ratings of 3 leadership dimensions (leading others, leading the business, leading by example) were included in path analyses. Findings indicated that lower self- and peer ratings associated with greater sleep inconsistency, but ratings from direct reports did not. On the basis of evidence that emotional regulation, which plays an important role in interpersonal relationships, is associated with sleep, the study hypothesized an indirect effect from inconsistent sleep to supervisors’ ratings through the leading others dimension. Although this pattern emerged, in some instances it was not the only indirect effect. Potential explanations for the association of sleep inconsistency with leadership performance were considered.