A print job management device includes: a print job receiver, operable to receive a print job including print setting information on a setting of a printing operation to be executed by a printing device from a print job preparing device for preparing the print job; an acquirer, operable to acquire device status information on a status of the printing device from the printing device; and a print job issuer, operable to determine, based on the print setting information and the device status information, whether the printing operation can be performed by the printing device, the print job issuer issuing the print job to the printing device when the print job issuer determines that the printing operation cannot be performed by the printing device and the device status information indicates a predetermined status regarding a feed path and a printing medium of the printing device.