You can setup printer to rotate it for you automatically. 


For Mac

Open desired file (e.g. a PDF). Click "File" and choose "Print". Select "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 the "Page Setup"-> select printing direction under "Orientation"