Alright, more questions from me

For some reason some of my messages aren't coming out and I can't figure out why. Mind you, I'm at work right now so I'm working off of memory (in regards to actual sexp names)
The first one is supposed to happen a few seconds after you get in the mission. I have it set up as:
When
-has arrived delay
-5
-Alpha 1
-send message
-GTD Blah
-High
-(message)
But it never shows up

I then have other messages that should be going off a few seconds after as that original message as it begins a discussion between wingmen. They are set exactly the same, except that the arrival delay is at 10, 15, and 20 for each message (besides also changing the wingmen and message).
Why aren't they showing up? Obviously that sexp should come true cuz Alpha 1 is playing the mission.
I have other messages that should be going off when a wing reaches a waypoint, but they're not showing up either.
Can you guys help me with this? Am I doing messages wrong? Other ones work fine.
Any idea or help?