Recognizing impacts from globalization, Taiwan has met the inevitable challenges, both at government and private sectors, to maintain its competitiveness by uplifting English proficiency; however, results have shown that Taiwan still falls behind some undeveloped countries in English proficiency tests. This paper seeks to probe into the problems in government policies, social expectations, and education systems, and to reexamine the development and current practices of English education at different levels ranging from elementary school to university as well as from academic to technological application contexts. Directions for possible solutions are proposed after a comparison of the practices respectively made against a monolingual or a multilingual background in neighboring countries and in the European Union. The urgent demand for qualified teachers of English, a restructure of current education systems and resources, and, above all, a professional foreign language education committee at the national level and well-designed working national syllabi will be the first challenges for Taiwan's government.