In a short time, during the early phases of the COVID-19 pandemic outbreak, we managed to shift rapidly to use digital technologies and replace some of our daily operations with virtual modes. This shift happened so instantly and widely that it enables us to argue that the COVID-19 became a valid reason to boost some of the gradual and ongoing transitions towards faster transformations. In this study, we use gray literature to delve into arguments around the boost for digitization, digitalization, and systems thinking in the development of the built environment. This is mostly discussed from the influence of COVID-19 on some of the existing practices or the business-as-usual of the built environment sector. From technological advancement to technology use, these arguments are put forward to discuss what is likely to be the major driver of technological adoption and the shifting paradigms that are yet to be revealed. The study concludes that the current push towards new directions and development pathways are likely to be widely accepted in a shorter time. The findings of this brief study feed into existing arguments on transformative pathways due to the COVID-19 pandemic.