This collective writing paper brings together writers from Southeast Asia and the Western world to highlight challenges and opportunities for ASEAN (Association of Southeast Asian Nations) and its education in the rising of the Asian Century. The inspiration for this project was started by Michael A. Peters' conception of collective writing and the Asian Century. ASEAN is diverse in terms of economy and society; a look from different angles will help to improve policy and practice of ASEAN. Multiple scholars have contributed to creating a series of arguments and explications towards a philosophical stance, and collaboration in higher education to build novel solutions regarding contemporary knowledge and ASEAN practices. Overall, this article illustrates ASEAN International Education (IE) circumstances and possibilities considering statistical data and past experience from transregional perspectives and diverse academic institutions.