Starting way back in 2006, I worked with Artificial Intelligence using the A.L.I.C.E. AIML framework developed by Dr. Richard S. Wallace. I worked to develop a C++ implementation of the A.L.I.C.E. framework, implementing both default AIML datasets as well as developing custom data sets to train the AI on, giving it added resources and "knowledge" to work with, as well as designing personalities and personal traits for the AI.
Beyond the AI itself, the application also used a visual UI to increase the complexity of the visuals as the AI "worked". Adding a layer to the experience. My goal was to create an implementation that ran on Windows, that anyone could use without prior experience. Simply open and type.
This application ended up going by the monicker of Debbie, though users could import one of many prebuilt or custom personalities.