This is not the end of the arms race. At some point we will have AI designing and AI delivering ads, and while we may have AI designed to prevent us from having to watch ads we don't want we will also have AI that watches everything, gathering and filtering information that is too much for us to handle but tuned to our needs since it's "our AI". Then the race will be that one AI wants to trick the consumer AI into gi…
No you won't because that's ilegal. An advertisement must be clearly understood as such (at least in EU) and in fact (for instance) now the channels in here are actually having to tell you that you are about to see advertisements. So, no, we won't have AI tuning the advertisements so that they can't be catch by software like this one because that means it also wouldn't be catch by humans and that a very big no. I can…
That said, WRT GP's post, I don't think it's a million miles off. AI will undoubtedly become a cornerstone of modern life and I don't think the scenario they outline is entirely unlikely. Siri is objectively pretty hopeless, particularly when compared to its counterparts but it's been a nice clue as to what we can expect from modern innovation.