1st pic: Ok, that explains everything quite well. I suspected that you had a good reason, as it didn't look like a missing connection or something. I was just interested to know what made you decide that way. I wouldn't have guessed that bots tend to fall down that ladder.
2nd pic: Yeah, that's a nice concept. First wonder "how would I cross that room?", draw a waypoint line behind you automatically, and then fill the rest of the room.
I try to achieve the same, but in a slightly different way.
Haven't tested the waypoints yet, but I'm sure they will be great now. Have you sent them to DarkCSBoy already?
AH, and a last note on that camp WP from the last pic: I got there without losing a single health point...

But forget it; it's not important, and I haven't tested if it works for bots the way it worked for me. I think it might, but I'm not sure, either.