The concept of internationalization shows cases autonomous tax jurisdictions with prospects as well as challenges. This study examines the Nigerian tax regime in the context of internationalization effect and the occurrence of profit swap through the use of systematic conceptualization and the use of relevant connected theory to bring out the key rudiments of the study. It further evaluates the objectives and the statutory role of the governmental agency that is responsible for the administering and enforcement of tax in Nigeria and the Relevant tax Regulations in Nigeria with respect to their mode of operations. It went ahead to discuss the weaknesses and prospects faced by the Nigerian tax regime in the stir of internationalization, connecting internationalization to technology and how it aids the profit swap sensation. It further indorses that the Nigerian tax regime should engage in a critical assessment of information technology infrastructure and policy infrastructure to find areas of challenges and enhance on those challenges.