The rapid globalization of the environment, the liberalization of trade and investments, and the rapid advances in technology, among other trends in the latter parts of the Twentieth Century, have all accelerated the actual process of infusion of the two fields of Entrepreneurship and International Business. They have also accentuated the emergence of the inter-disciplinary field of International Entrepreneurship. The central theme of this special issue is internationalization of entrepreneurship. The papers in this special issue break new grounds in a variety of ways by explaining the challenges associated with entrepreneurial firms that take advantage of opportunities on the global scale. In turn, the also pose some challenging questions for the extant theories, especially those that cover internationalization.