This article explores the phenomenon of Internet addiction and its possible amelioration, from both Eastern and Western philosophical perspectives. Internet addiction is caused by the excessive use of the Internet and its resulting dependence, having negative effects on human well-being. The ideas of a key ancient Chinese Daoist thinker Zhuangzi and his Western contemporaries, the Stoics, as viewed through the world, the things and beings in it, and their relationships, offer insights which may be used to alleviate these effects. The application of and comparison between the two ancient philosophies in addressing the issue of Internet addiction can give us inspiration to confront the challenges of technological enslavement in general and Internet addiction in particular. This is no doubt a help in our pursuit of well-being.