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I've definitely looked into it, and thought of doing similar things. What I've found is that matching strings like that and finding a good sample size can be difficult. Not to mention 400 other little things that I didn't run into that you will... I've never worked with the twitter API as well, so that may have it's own hurdles. I one day hope to make a digital assistant of my own. I think that would just be awesome and it's been a goal for me since I was young. Best luck to you on your bot endeavors!