We can be a Socrates anywhere. We don't have to literally be on trial for "corrupting the youth" to exercise reason and pursue virtue. We can strive to live well on even quotidian place like the workplace or our local communities. In fact that's where much of the drama of the philosophical life unfolds. I wasn't saying that Stoicism pointed me in the direction of a lucrative career but that it encouraged me to ask myself how I can lead a better life for others, and that involved finding work that I loved and that could provide for my family. So no, I don't think Socrates would become a SWE for the typical reasons why people jump into this industry. But there is nothing in his thought that suggests to me that he would above doing meaningful, intellectually enriching work that would enable to help to contribute to his community and to support those he loved.
I think you're right, although I think he would feel the allure of software and probably write software. He faulted writing with the decline of memory and resulting in the pretense of understanding vs True understanding.
