You can setup printer to rotate it for you automatically.
For Mac:
Open a desired file and printing -> click "Show Details"-> select printing direction in "Orientation"
For Windows:
Go to "Control panel" -> "Devices and Printers"
(Right click on "This PC", choose "Properties", then click on "Control panel"-> "Devices and Printers")
-> Right click on "Label Printer" -> choose "Printer Preferences"
-> Go to "Set" -> Select printing direction under "Rotate".