An attempt to run a third party script on Catalina is described: https://apple.stackexchange.com/q/431385/187540 Test results after executing `xattr -rd com.apple.quarantine /Users/user/Desktop/bates-label-a-pdf`: user@JUPITER ~ % '/Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/'../bates-label-a-pdf.sh "/Users/user/Desktop/bates-label-a-pdf/Exhibits_ActivityReport.pdf"; exit /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../bates-label-a-pdf.sh: line 18: /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../pdftk/bin/pdftk: Bad CPU type in executable /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../bates-label-a-pdf.sh: line 21: /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../labeling/generate-labeling-pdf: Bad CPU type in executable /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../bates-label-a-pdf.sh: line 22: /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../pdftk/bin/pdftk: Bad CPU type in executable mv: /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../labeling/labeling.pdf-compressed: No such file or directory /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../bates-label-a-pdf.sh: line 26: /Users/user/Desktop/bates-label-a-pdf/bates-label-a-pdf.app/../pdftk/bin/pdftk: Bad CPU type in executable User ***mmmmmm*** commented: [The shell scripts need to be put inside the app bundles - as well as the pdftk executable][1] and confirms that pdftk is not in the .app. The .zip file provided by the thirty party contains `pdftk` and other `labeling` functionality: [![enter image description here][2]][2] Is the remedy a simple matter of copying 1. foo.sh files into the respective foo.app files? 2. copying `labeling` and `pdftk` to a location with bates-label-a-pdf.app? 3. modifying the .plist? Contents of bates-label-a-pdf.app [![enter image description here][3]][3] If yes, then an example for [1]: https://apple.stackexchange.com/a/431400/187540 [2]: https://i.sstatic.net/Tf3ST.png [3]: https://i.sstatic.net/90Gnn.png