Jimmys (and related) have a common problem with the brake switch where it'll keep the lights on all the time (even with the key out) or not at all. So that's like the issue with that one particular driver.
I've noticed the same though, silly amounts of cars running around with bad brake lights. I think as cars have become more and more reliable people think about them less and less. Nobody bothers to check anything, ever, nevermind something as trivial as brake lights. And then those who might notice that a bulb is out are likely to inept to change it themselves, so it gets put off until the next dealer/shop visit....which might be months (or years) away.
Interest culprits around here are older GM minivans, Montanas and Ventures. When the driver steps on the brakes the turn signals weakly light up and sometimes you'll even get a reverse light going. Likely bad grounds mucking everything up, but sort of amusing to watch in traffic, lol.