Yes you can specify the outgoing trunk for the steering digit. In the Telephony -> Internal Dialing page, elect to have the steering digits you wish to use for outside line access.
Next, on the Ports and Trunks ->Outbound Trunks page, you can specify the outbound trunk assignment. You assign which trunk (SIP, FXO) gets assigned to the steering digit. Thus you can route thru SIP with a "9", and route thru FXO using "8" steering digit as an example.
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