I tried doing this on MS PowerPoint 27 and it did what it was supposed to. There was no misbehavior in terms of alignment. However I have faced alignment issues when an MS-Office file is saved as PDF or PNG. (Specifically the vertical axis title of an Excel Chart changed from horizontal to vertical). You may try doing one of these 1. If you are using Microsoft Office's Save As PDF add-in try using an alternate converter like CutePDF (it solved the alignment issue of an axis title mentioned above) or a similar utility available for Mac. (Try Mac PDF Converter ) 2. If you aren't working with many slides you can try grouping all the boxes and arrows (going by your image) cut paste special as Picture (Enhanced Metafile). This way the alignment won't change. 3. Extremely crude method View each slide in Slideshow mode take a screenshot paste it in MS-Word (or Mac's equivalent of MS Paint) and convert the Word file into PDF