UPS Carrier Labels failing to print when more than one package on shipment

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We are attempting to print UPS Carrier Labels from the Process Shipments Screen using Device Hub. We have device hub configured and as long as there is one package on the shipment the label prints fine. When there are two or more packages requiring multiple labels it still appears to be processing correctly on the Print Job Screen and the device hub monitor but nothing prints. Any ideas on what could be causing this. 

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