By drawing on comparative analyses of successful second-generation Turks from disadvantaged family backgrounds in France and the Netherlands, this article examines pathways and mechanisms that lead to educational success against the backdrop of structural and familial disadvantages. We foreground the experiences and practices of successful second-generation Turks in both countries and demonstrate the importance of institutional arrangements and their interactions with individual resources to account for their success. We use data from the “The Integration of the European Second Generation” (TIES) survey to reconstruct school careers and to inventory opportunities and constraints presented to them in the most important selection processes. We illustrate our findings with life stories drawn from qualitative interviews with TIES respondents in both settings. Combining the results of both quantitative and qualitative data analysis allows us to unravel the mechanisms of the educational success of second-generation Turks from disadvantaged backgrounds.