These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
"If those radical Muslim fundamentalist terrorists had Ed on their team back in 1992, the World Trade Center would now be referred to as the World Trade Pit."
In Dave Barry's Only Travel Guide You'll Ever Need, he tells a story about how he really angered his wife by driving past a roadside attraction that she wanted to see. He jokes that if she ever files for divorce, she'll probably bring that incident up. Years later, he and his wife did get divorced.
Hilarious in Hindsight: In a 1990 article about television ratings, he mentioned that if there was a program called "Eat Bugs For Money", everyone would watch it. Cue "Fear Factor" in 2001.
Also, the cover of the book Dave Barry Talks Back features a picture of him holding the disembodied head of what looks like another Dave Barry, and they're making expressions of "comical surprise" at each other that look like Toshio Saeki in full-on "meow" mode.
Reverse Funny Aneurysm: "The worsening economy takes center stage in February, when, amid much fanfare, Congress passes, and President Bush signs, an economic stimulus package under which the federal government will give taxpayers back several hundred dollars apiece of their own money, the idea being that they will use this money to revive the U.S. economy by buying TV sets that were made in China. This will seem much more comical in the fall."
Tear Jerker: His columns on 9/11, which are not funny in the slightest.