How can I merge and rotate PDF files before sending them to a client?

I need to combine a few PDF files and rotate some pages before sending them to a client. I’ve tried basic options on my work laptop but the order and orientation keep getting messed up. How do I fix this?

Make copies first, then check the page order in thumbnail view before saving. On a Mac, Preview lets you drag PDFs into the thumbnail sidebar, reorder pages, select the sideways ones, and rotate them before exporting. Windows’ built-in options are more limited, so I usually ask whether the work laptop has an approved Acrobat license. I learned the hard way to reopen the final file before emailing it.

The order getting scrambled is usually just the drag and drop being sneaky, files like to sort themselves alphabetically. If you’re on a Mac, Preview does merging and rotation natively, no extra software needed. On Windows it’s more of a pain honestly.

What OS is the work laptop running?

I’d use PDFcap for this. Add all the files, drag the page thumbnails into the right order, then select the sideways pages and rotate them before saving one new PDF. Open the saved copy and flip through it once before sending, since that catches any page that looked right in the preview but exported oddly.

Sideways pages after merging usually happen because rotation is just a flag on the page, and some tools drop it when combining files. On a Mac, Preview handles this properly: open everything, drag pages in the sidebar to reorder, rotate, then export a new PDF. On Windows, rotating the view in Edge doesn’t save anything, so make sure whatever you’re using actually writes the rotation rather than just displaying it.

I use Adobe Acrobat’s “Organize Pages” tool for this: click “Combine Files,” add the PDFs, then drag the thumbnails into the right order. Select the pages that need fixing and click the rotate buttons until they display correctly. Save it as a new PDF, then reopen it and check every page before sending. I learned the hard way that the thumbnail view can look right while one page still prints sideways.

I use PDF-XChange Editor: open all PDFs in one document, drag pages into order, rotate as needed, then save as one PDF. Always spot-check each page before sending.