DescriptionDespite the persistent gender pay gap, there have been emerging cases where women with superior performance receive the highest pay within their workgroups or organizations. However, limited theory and empirical evidence have been provided to help us understand the potential effects of this phenomenon on others in the workgroup. Building on the relational demography and pay comparison literature, I suggested that gender similarity to the highest paid member is positively related to other workgroup member’s work-related outcomes, and this relationship becomes stronger when the highest paid member is female than when it is male. Moreover, I proposed that pay status contexts, such as pay dispersion and consistency of women receiving the highest pay over time, would further moderate this asymmetrical effect. The hypotheses were tested using a sample of 597 sales employees within 50 workgroup from a large regional bank in China, but received little empirical support, in part due to restricted variance on the outcome variables in this sample. Theoretical and practical implications and future directions are discussed.