This paper aims to examine the case in which mobility within the same occupational category statistically has important implications for an individual. This paper examines this case using the occupation of the bartender as a case study. This paper focuses on bartenders who experienced mobility from “casual” bar to “authentic” bar. In this paper, the careers of 26 bartenders were investigated. This paper analyzes a selection of that data, particularly the narratives of bartenders who experienced mobility within the same category. The results revealed that mobility within the same category could sometimes have different meanings in terms of individual subjectivity. Bartenders positioned their experiences in what they called “casual” bars primarily as a motivator or a starting point for their labor to authentic bars.