Advancements in architectural technology programme and practices reveal the intricate nexus between technology and architecture. In Nigeria however, the drive to adopt innovative techniques aimed at providing solutions to the existing challenges within the built environment, alongside constantly emerging socio-economic variables associated with high population growth, urban migration, and resultant housing deficits remain key influences on the profession. A critical challenge lies in aligning training provided in the polytechnics with actual needs of professional practice as demanded by architectural firms. This paper explores the position of practical entrepreneurial and software skills training provided in polytechnic HND programme and the actual needs of architectural firms for employability of graduates. A survey research method was adopted; wherein structured questionnaires were used to capture quantitative description of developments. Analysis showed that entrepreneurial skills taught in the departments were not adequate. Three software skills were predominantly taught in the departments. A preponderance of graduates (41.1%) displayed expert proficiency in using ArchiCAD. Approximately 32% of graduates displayed expert proficiency in AutoCAD and Revit. The results of regression coefficients (F (13, 46) = 3.425, p < 0.5) revealed that location of the firm, proficiency in software skills, and acquisition of entrepreneurial skills were found to have significant correlation with professional practice of graduates. The study recommends adoption of dynamic entrepreneurial and software courses capable of impacting lifelong learning skillsets that should usher graduates into self-sustaining practices.