"PDF not Generated- Some of the files are not valid"

Hello. Quick qualifiers:
I am on Bridge V14.0.2 (haven't updated to the most recent release but this has been an issue for me for several versions of Bridge before this one.
Mac Ventura 13.6.3 on a Mac Studio with an M1 Max Chip and 64Gb of Ram.
I've tried a couple of the other solutions I've seen including giving full disk access to Bridge through the Mac security settings, as well as ensuring the files are on my SSD, and it is exportig to my SSD. 
I also completly rebooted my computer and started only Bridge before trying the export.

I reliably get this error message on some file types. The files I am trying to get a PDF image of are themselves PDFS and I have them set to Overprint a "Spot White" Coloured Purple for my RIP Software and the printer we send it to.
I tried removing the spot white colour and just having it CMYK purple overprint just for the PDF as we only use the bridge PDF for viewing by the Print operator.
I also tried just removing the files in question and having just the black file in the top right and it also didn't like that.