In the shattered economy of Dakar, many young men feel stuck in prolonged bachelorhood. Handed‐down role expectations can often not be met due to dire economic prospects. Drawing on fieldwork in Pikine, an urban area within the Dakar region of Senegal, between 2011 and 2013, this article reflects upon the relation between risk, migration, social class and masculinity. Through migration to unknown destinations and by enduring the many challenges and hardships associated with it, in the hope of eventually reaching a higher social class upon return, young men wish to fix and rewrite their masculine identities. To pursue this aim even the oddest job in Europe becomes acceptable. At home, however, many work opportunities are considered to be beneath their social class. Most male urbanites seek jobs that are rewarded with respect and authority, and often assemble their choices about pursuing certain income‐generating activities considering notions of class.