These are just a few facets of the more complex notion of eudaimonia or happiness that Aristotle defines in his treatises. This idea however has evolved over the years and ‘goodness’ or a ‘good life’ today does not necessarily have to do with serving one’s ‘function’ or leading a purely virtuous life. There has even been the question of whether goodness or happiness is really of the mind alone. Bill Clegg and Matthew Dickman are two contemporary writers who present rather different opinions on what makes an excellent life. Bill Clegg’s memoir Ninety Days traces his progress through ninety days of rehabilitation from drug addiction while Dickman’s poems touch upon many contemporary issues found in relationships like gender roles, abuse, and pain, among others. These two writers present rather different views on what makes a ‘good life’ and this paper will explore how they compare to each other as well as to Aristotle’s concept of eudaimonia.