My goal is to have two phone announce a recording (in a wav file). I have accomplished goal in the following manner: I have an extension configured like this: <extension name="wavs"> <condition field="destination_number" expression="^2009$"> <action application="playback" data="/path/to/your.wav"/> </condition> </extension> When you call, you get an audio playback. I am trying to originate a call simultaneously to two separate phone (i.e want to two phone to play audio) at the same time, and I am doing it like this (and it works): /usr/local/freeswitch/bin/fs_cli -x 'originate {ignore_early_media=true,sip_auto_answer=true}user/1000 2009' /usr/local/freeswitch/bin/fs_cli -x 'originate {ignore_early_media=true,sip_auto_answer=true}user/1001 2009' There's got to be a better way to do this way without having two seperate originates.. I did try the Enterprise originate, but only one phone answered... Not sure if there was a mistake in my Enterprise originate implementation. Please let me know if there is a more elegant way to do this..