Conversational user interfaces (CUIs) have long been a dream of computer scientists and futurists alike. In 2016, a number of large technology companies, including IBM, Microsoft andFacebook, have announced their intentions to expand and improve bot and conversation interaction. What remains to be seen, is how bots and conversational UIs will be integrated into existing and new services. This poster explores the design of CUI systems, specifically identifying opportunities for combining CUI systems with proxemic interaction concepts, and examining issues that may arise from this kind of CUI/bot interaction. To do so, we present scenarios for potential CUI and bot interactions, leveraging real world client concerns from our industry work to explore use cases that can inform future CUIs, proxemic interaction, and design work.