You might try asking this question in the installer zone (located in the Other Satellite/TV Offerings forum). Be aware that you will need to subscribe to the forum by following the directions.
To partially answer your question: It really depends on the tech, supplies in the van and their schedule. I would suggest calling the Dispatch office and confirming they understand you need a pole install. This should hopefully trigger them to bring the pole and cement that is needed. I've occasionally heard that installers say that pole installs are an extra charge, so you might want to be ready to shell out up to $75.
HTH