You might consider using a script that includes a print setup, that enters preview mode and pauses to show you what you will get if you then select print from the File menu. This will allow a button click to update print set up for you.
but it seems only a Japanese character can be printed sideways with FileMaker Pro11.0 v4
The following image was captured from a file created and open in FileMaker 11 on a windows 7 system. I used the Rotate option in the Arrange menu (while in layout mode) to take copies of the same layout text and field and rotate them into different orientations.
Thank you so much!!! I swear I had tried the "arrange/rotate" approach before, but clearly I did something wrong when I did. I just set up my envelopes and they work like a charm! The rotated address approach seemed much simpler, especially since I haven't written a script before. Thanks again!