Technological advancements in the digital economy have affected work cultures and labour displacements. Technological adoption is a highly social process, which involves resistance and failure to adapt by individuals in the midst of it. Therefore, there is a need to understand the everyday experiences of individuals who are impacted by technological changes in their work practices. Through ethnographic accounts of five field sites, this article aims to examine the effects of technology on work cultures in food centres in Singapore. Food centres were observed to be heavily dependent on complex human interactions, which often hindered technological implementations that were meant to simplify work processes. Nonetheless, the challenges can be mitigated through consultations with relevant social groups to improve technological incorporation.