This article explores the history of English teaching in Japan, the challenges it faces, and how the government and private sector are working to improve English education. It includes an interview with Charles R. Tokoyama, CEO of Japan Insiders, who believes that English should be approached holistically and that learners should use what they have learned actively by participating in conversations with native speakers. The article also highlights the many benefits of learning English in Japan such as improved communication skills, increased job opportunities, better understanding between cultures and more.