The proliferation of Information technology (IT) has created a multitude of environments that allow learners to pursue their personal interests and constructively engage themselves in English language learning. This study proposes the examination of present-day references to Shakespeare to vividly resurrect the playwright’s spirit in modern settings, consequently enabling learners to understand the texts’ meanings in contemporary situations. To familiarize readers with this methodology, I performed an analysis of Walter Isaacson’s Steve Jobs in the book’s electronic form. The word “Shakespeare” was spotted instantly, revealing five instances that can be classified into three types: (i) a reference to Henry V to denote Jobs’ prestige; (ii) the declaration of King Lear as his favorite book; and (iii) the first introduction of Shakespeare’s works to computer systems, with a dictionary and a thesaurus. The usage of Shakespeare’s name by Isaacson is not coincidental, but designed to assert the IT revolution pioneer’s position and value in the realm of liberal arts as an individual capable of “stand[ing] at the intersection of humanities and sciences” (Isaacson xix). Moreover, this methodology is also capable of uncovering the secret of structure between texts and themes.