Technology, in the year 2020, has attained its utmost use by becoming the solution for people across the world in all sectors. Despite the use of applications like Zoom, Google Meet, Kahoot, and GoogleClassroom, teaching language online has proved to be a challenging task without the presence of a live teacher. This paper aims to throw light on the technological gap and its pace that has not matched the necessity of the period. The analysis of an example from the English Language Teaching will not show what technology lacks in this field, but also serve as a guidance for the developers of future artificially intelligent software and applications. As teaching and computing are two different fields, it is their searchers’ duty to bridge the gap by meticulously explaining the limitations in the currently existing applications and the necessary features in the yet to be developed ones.