While not exposed in the GUI, it appears there is a config option to suppress announcements to callers who are first in the queue, and it is enabled by default. FreePBX does not set this option anywhere that I can see, so I don’t know why the default setting of no is not honored.
; If enabled, play announcements to the first user waiting in the Queue. This may mean
; that announcements are played when an agent attempts to connect to the waiting user,
; which may delay the time before the agent and the user can communicate. Disabled by
; default.
;
; announce-to-first-user = no
If you can get this working, file a feature request with the necessary settings.