I've tried a variety of methods of getting the same style of type, setting it on a path, skewing the text after setting it on a path, setting each individual letter, but none are quite right. Is there a relatively more efficient method?
First create a diagonal line with the pen tool. Use the type on path text tool and type your text.
Select the Path Type object and go Type > Type on a Path > Type on a Path Options to bring up the Type on a Path dialog.
Chose Stair Step and Gravity to control the orientation of the type relative to the path.