The voyeuristic qualities that permeate the vast oeuvre of Ceylonese photographer Lionel Wendt (1900-1944) are a point of contention within scholarship on his work. Scholars counter claims of voyeurism by underscoring his national belonging to Ceylon, his anti-colonial politics, or the global modernist influences on his aesthetic. Many of these analyses rely on Wendt’s biography to contextualize the formal qualities of his photographs. While his biography is important for establishing his influences and motivations as a photographer, it can overshadow the insight offered by the images themselves. This paper draws on a selection of Wendt’s photographs to chart a dialogue between their formal qualities and the political and cultural context of their production, such as a modernist visual arts movement in Ceylon, and a changing political economy as the island approached independence from colonial rule. I argue for a more robust definition of Ceylon modernism that accounts for its relationship to the social modernity during the late colonial era. I then recalibrate the question of voyeurism through an examination of the most common recipient of Wendt’s gaze: the laborer. I pair a formal reading of Wendt’s photo series Men at Work with a discussion of Ceylon’s labor movement, including its contested and antagonistic relationship to the growing nationalist politics of the period. Through my analysis, I foreground the contradictions so characteristic of late colonial modernity in Ceylon, as well as the limitations of binary anti/post-colonial discursive frameworks in which Wendt has been understood.