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
①Go 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"