A human would have pretty quickly picked up on my increasingly exasperated "no, thanks" and stopped doing it, but the AI was completely blind to my growing frustration, following the upsell directive without any thought.
It reminded me of when I worked in retail as a kid and we were required to ask if they needed any batteries at checkout, even if they were just buying batteries. I learned pretty quickly to ignore that mandate in appropriate situations (unless the manager was around).
Makes me wonder how often employees are smart enough to ignore hard rules mandated by far-off management that would hurt the company's reputation if they were actually followed rigidly. AI isn't going to have that kind of sensitivity to subtle clues in human interaction for some time, I suspect.