Yes , you can rotate the tablet ' s mapping . I have a 24 monitor on my desk , on a gaspiston Egotron arm that makes it easy to move this heavy thing around . And I have a little bit of AppleScript I wrote that tells OSX to rotate the screen , and tells the Wacom driver to rotate as well , for those days when I feel like working in portrait mode . I ' ve got this bound to a hotkey so I can do it any time I feel like it . If you are sufficiently nerdy you could probably set up something similar with whatever tools one uses to script Windows otherwise you ' ll have to open up the tablet ' s preferences every time you want to rotate . And maybe Windows ' monitor prefs as well if the monitor can ' t tell the system it ' s been rotated .