Hmm, I have to say, a lot of these clues, while obvious when you've come up with them, are extremely ambiguous and could have a lot of different answers. Watchtower, for instance. There are plenty of maps that focus on vertical combat and this one doesn't jump to mind. I could name others. "big burner" is also pretty ambiguous. Any of the other ones that deal with custom maps I feel are pretty unfair to anyone who isn't part of this community. Most people in the TF2 overall community wouldn't recognize a map name based on a vague clue. Think about 4 down:
Competitive custom map soon to receive a reboot [FREIGHT]
Anybody not on these forums, even people who hadn't read the single thread about freight being redone would have no clue what do do with that. I suggest if you do another one of these crosswords you think carefully about how hard the clues are. There's challenging, and then there's unfair. It's like making a puzzle/adventure game. You have no idea if you're only able to make the jump required because you made the puzzle.
Basically most things regarding non-official custom maps I view as unfair clues.