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expect is an immensely handy tool for scripting interactions with programs that require a PTY. Of course, there are clones in other languages, but I like the original Tcl version.

TIL that expect ships with autoexpect, a tool that records your interaction with a program and writes out an (excessively specific) expect script to automate that interaction. This is a handy way to quickly capture a long interaction or just see how exactly to quote some sequence of input or output.

Recording tools for this kind of thing are common -- for example Selenium for recording browser interaction, and Pulover's macro creator, built on top of [AutoHotKey], for recording Windows GUI interaction -- but the output is brittle and usually requires some careful rewriting by hand.