I have had this issue many times with CS6 and am no closer to finding solution. If at any point in putting together you resize a document set up you will not be able to print as a booklet. Even if all the pages in a document are identical. This bug causes a lot of issues in the University a teach in with the students. Does anyone have a solution that does not involve creating a new document and copy/ pasting all content from the origin to the new one. My initial frustration at this was directed at Apple for causing the problem of booklet to PDF creation due to a issue it raised in its new OS. Two years later this issue with resizing has not been addressed at all by Adobe! Does it happen in CC as well?