The answering machine paradox has relatively recently sparked some debateregarding Kaplan’s Demonstrative (1977). A popular approach to solve theanswering machine paradox has been to reject Kaplan’s proper context thesis whilstlargely maintaining his framework for indexicals. In this thesis I will firstly presenttwo new answering machine type cases and argue that the existing solutions to theanswering machine paradox cannot deal with these cases. Then, I will propose anear-side pragmatic solution to the answering machine paradox that adequately dealswith these new answering machine cases in a way that adheres with our pre-theoretical intuitions.