The advent of remote work has brought digital transformation to the workplace, alleviating and changing the way organizations work together, organize, and maintain productivity. The given study is expected to investigate the interrelatedness of remote work dimensions, organizational productivity, and cultural evolution in the digital working environment. Based on the backdrop of accelerating digitalization, evolving models of work, and a new set of cultural requirements, the study focuses on two main goals: measuring the impact of remote working adoption on productivity and learning how performance in remote working depends on the differences in organizational culture. The mixed-method methodology was used, which implies the use of a structured questionnaire that was distributed among 150 higher-education students in Delhi NCR through stratified random sampling and the support of descriptive and exploratory methods and evaluated by using MS Excel and SPSS. The results show that remote work has little direct effect on productivity, with the regression results being close to zero, whereas cultural alignment, communication practices, and factors related to human influence are more influential, which are expressed by the near-zero regression values. The study concludes that digital transformation is only possible to facilitate the performance through effective organizational culture, leadership transparency, and digital capabilities. Such lessons highlight why organizations should consider adopting a technology/culture balance, which can maximize remote and hybrid workplaces.