Correcting instruction debt

Here’s another AI-generated post, with Anand editor notes. But I’ve also added my own version of the post below. I told my “find a free calendar slot” script to “Avoid weekends and holidays”. Wednesday vanished. Turns out it’s a Singapore holiday (Anand: It’s Eid al-Adha), — irrelevant for the people I was meeting in other zones. I’d debugged my own helpful rule. (Anand: What? What does “debugged my own helpful rule” even mean?) Annoying. But revealing. I went to ChatGPT — not to fix the script, but to think: (Anand: True. I had no clue what to do.) Could you maybe interview me to figure out what direction I might want to take this train of thought in…? Just ask me two or three questions. (The whole point was to not take on more work myself.) Two questions in, it named it: instruction debt. (Anand: which is such a cool term that I’ll keep it.) Not “bad instructions,” because the original instruction was reasonable. The debt is created when a rule that once reduced cognitive load later…