Minimalism can be a powerful thing, but go too simple and one detail that seems askew will make viewers question the the whole thing. A simple H is fine, but what is the red arrow supposed to mean? Political logos are usually boring as it is, but inexplicable can be just as bad.
World Cup Brazil
Once again minimalism takes its toll. A hand slapping (or grasping?) a soccer ball becomes a face palm when you leave the front of the ball blank. Though minor in comparison to the other entries on the list, the internet had fun when this one was revealed.
Once again we see how much punctuation and font can change everything. If you look at this video store's logo close enough you can see a small separation between the A and F, but from a difference (or at a glance) you're bound to misread this.
The Red Sox
It's hard to say that modern sports logos are truly bad, so let's travel back to the 1950s and dig one up. This is the Red Sox logo of the time, depicting an actual red sock playing baseball. Between the color choices and the sock's design itself, yikes. Just yikes.
This was the NBA team's logo from 1982 to 1993. Utilizing rainbows in a design is a brave but often foolish choice, and this is no exception. Between all the sharp angles and thick black lines creating a grid, this looks like something an Atari 2600 would spit out.