Since the dawn of time, mankind has sought ways to better communicate, no matter the challenges at hand. He has grunted, mimed, talked, used body language, sign language, paralanguage; he has scribbled, sketched, written, typed, texted and tweeted. As the Shakespearian voice fades away and is replaced by a not-yet identifiable spoken language, the written word has taken an unforeseeable spin. The NICT (New Information and Communication Technologies) have made it possible for us to speak, instantly, with a trained professional, through typing or texting, to get information on a desired product or service. Click-to-chat has revolutionized our shopping experience with immediate personal assistance. However, most of us regress to our primitive state when faced with a new high-tech product or service. We stare at it, slowly slide forward, gently tap it before rushing back to our observation post. This article exposes the state-of-the-art creature so you can make an informed decision as: “To chat or not to chat?”.