Software development has steadily embraced agile software development methodology/method (ASDM) and has been moving away from the plan driven software development methodology (PDM) approaches like waterfall. Given the iterative nature of agile development, the integration of software architecture into the agile way has become challenging. This research identifies the challenges of having a robust architecture in projects already executed by plan driven methods and new projects likewise by conducting a literature review and a case study analysis. The ensuing analysis finds that there are three major areas: people, process and technology, in which these challenges could be mapped.