Calling Your Own Outbound Caller ID

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Scape

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Is there a way to allow an agent to call its own outbound ID? We have several ring groups configured and each ring group's outbound ID is set the same for each of its members. At the moment if one of those agents tries to call the outbound ID it goes straight to voicemail.
This is a unique situation where we occasionally have people using one of the phones assigned to the ring group to call the outbound ID (which is the mainline number) which then gets forwarded to another number after hours.
I'm thinking this may be possible by using an outbound rule?
 
This is possible with Outbound Caller Id in the outbound rule or from the extension caller id, however you need first to clarify on whether your provider does support this functionality and if so in which sip fields is expecting this information.
 
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