The increasing number of virtual assistants has become a phenomenon, especially with the onset of COVID 19. The demand is continuously soaring due to the numerous benefits to businesses and individuals. Choosing this as a professional career offers advantages like opportunity for individuals to work remotely, eliminating the constraints of traditional office environments. Consequently, it is believed necessary to explore the career challenges of being a virtual assistant. In this paper, it focused on the environmental, economic and social factors influencing the professional journey of the virtual assistants. Descriptive research design was utilized using self-structured questionnaire and answered by 324 respondents from CALABARZON. The results imply that in terms of environmental challenges, respondents experienced the technical difficulties and connectivity issues. Staying updated and knowledgeable about technological advancement is found to be the most challenging in terms of economic factors and in terms of social factor, achieving work life balance as the most challenging in the life of virtual assistants.