I’m not a programmer, although I’ve spent much of my working life around programmers, which is why I recognize the pattern so well: I’ve seen it in action so often.
The few times I’ve needed to create a program to do something (usually a text transformation of one sort or another), this has been exactly the way the “labour-saving” automation has gone. My personal version of the chart would have an additional phase at the beginning: I have to begin by learning or re-learning the tool I need to use. I learn just enough of how to use a given tool to do the task at hand, then the knowledge atrophies from lack of use and the next time I need to do something similar, the first priority is figuring out the right tool and then learning the same basic tasks all over again.
I started out with REXX when I was a co-op student at IBM. Several years later, I needed to convert a large set of documents from one markup language to another on a Unix system and that meant learning (just enough) shell scripting, sed and awk. A few years after that the right tool seemed to be Perl. In every case, the knowledge doesn’t stick with me because I don’t need to do anything with the language after I’ve finished the immediate task. I remember being able to do it but I don’t recall exactly how to do it.