I think you're on to something. It's really concerning that the people with the money to run these ad campaigns are so removed from the bulk of the populace that they don't even bother targeting them with all the billboards anymore, just each other.

Otoh maybe I'm looking at it wrong, and maybe billboard advertising has gotten so ineffective that it's cheapened to the point that you can tuck it into your campaign as an afterthought. If you get one solid enterprise lead from it, it pays for the whole year. And besides it has branding value.

Either way, definitely feels a bit dystopian to me. How alienating must it feel for the service worker commuting to his dead end job where even the billboards don't make sense anymore?