I began experiencing difficulty printing sometime in 2014 or perhaps earlier with large sheet counts especially, but also with smaller projects. The print dialog box would freeze, and then I couldn't get the software to print. Generally, this has been my solution.
File -> Print
Select Adobe PDF as the Printer
Print "separate files" - I cannot consistently get Revit to print to multiple sheets into one PDF
The path indicated at the "Browse..." button under the "File" section of the "Print" dialog box indicates the last path I used for saving files, but the software will ask me for a file location when it prints to PDF.
Select "Selected views/sheets" under "Print Range" then select the sheets from the dialog box accessed at the "Select..." button.
Under Setup, I print to the correct sheet size (usually Arch D or E1, but also 8.5 x 11 and 11 x 17), "Zoom" to 100% for sheets, with 0,0 offset for "Paper Placement," Appearance to "High" "Raster Quality," and "Grayscale.," with Vector Processing.
Under "Properties..." for the Adobe PDF printer, I select
Default Settings: Standard
Adobe PDF Security: None
Adobe PDF Output Folder: Prompt for Adobe PDF filename
Adobe PDF Pages Size: (this auto-selects according to the "Print Setup" dialog box)
Several people have suggested that a print preview before printing allows printing to PDF without difficulty. Print "Preview" button is grayed-out (not selectable) in the "Print" dialog box if I select "Selected vies/sheets" for "Print Range." I can't think of a reason I would ever print deliverable drawings without placing views onto a sheet with a title block, so I have no idea why anybody thinks this is a worthwhile solution unless they are able to get a print preview for "Selected views/sheets" when I cannot.
I also fiddled with settings within Adobe Acrobat itself, but I'm not confident those changes made any appreciable difference. Ultimately, the "fix," such as it is, appears to be printing sheets individually, which usually works well for my projects, which don't usually exceed 20 structural sheets.
When I print, the dialog box, "Printing Separate Files" appears with the message, "You have chose to print n views/sheets as separate files. Do you wish to continue?" I select "Yes."
>From there, a Revit file saving dialog box appears, in standard window file-saving style, and permits me to choose the file path, just as I would for any other file saving function our of Revit. If I want, I change the file folder location and the file name, then save the file. Usually, I only choose the folder location, and then save the files names as automatically proposed for each sheet.
I have never attempted to re-install any software. I usually upgrade Revit annually, so that's not the source of the issue. I haven't reinstalled Adobe since I-don't-know-when (about 2015 or 2016 or earlier).
I'd be interested to know if anybody has these issues with Bluebeam, because I'm seriously considering migrating to that when my Adobe subscription approaches renewal.