(With regards to how actual content-aware ads treats this sort of case: My recollection is that waaaaay back in the day AdSense shipped with a "death and tragedy filter" such that if it detected the page was about them it would turn ads off. The Google which made that decision is no longer - these days it's an unchecked-by-default setting controlled by advertisers. Somewhat surprisingly for Google, the filter was really unsophisticated - on the order of a simple keyword blacklist. Some of my SEO buddies had CMSes which would flag words thought to be problematic for writers, so that an innocuous phrase like "Getting your taxes done doesn't have to be a Greek tragedy" didn't end up killing ad revenue from the page.)
Also, I don't see how this is intellectually stimulating, of interest to a Hacker, or anything other than a mildly amusing picture. Amusing pictures have a place, but this doesn't seem to belong here.
Maybe you should add a comment? What's the problem?
Only thing I can think of is the jet in the ocean and a picture of the ocean, but that's a stretch.
In a print newspaper, this is the kind of association of advertiser and story that would have been actively avoided by a human (and which, from what I've heard -- though I have no direct experience -- advertisers would be irate about and even cancel accounts over if it wasn't avoided.)
