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Microsoft Word and the legacy of Clippy: in the second of a two-part episode, Paul and Rich continue their conversation with Dean Hachamovitch, former corporate vice president for Internet Explorer at Microsoft. This time they spend a while making fun of Microsoft Word’s infamous Clippy—while discussing conversational interfaces, security and privacy, and the responsibilities of software. As Rich puts it, “I just want to congratulate everyone here for smoothly weaving Clippy into some NPR-ish conversation.”