I'd recommend pastebin of your relevant dialplan and freetdm configs. It would also help to see a debug console log trace of a call that is displaying the behavior.
-MC

On Tue, Jan 18, 2011 at 12:16 PM, Phone <phone.bytes@gmail.com> wrote:
A few upgrades ago, the Caller ID Number on outbound calls stopped
working.  Now it always displays the extension number, where before it
was using the value specified in the directory entry.  Seems like maybe
the variables are not passing from the directory entry to the dial plan.

Any ideas?

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