Hi @ManyQuestions
Can you please share your entire workflow, and maybe some sample data if you have any that you can share in order to to be able to test this? Knowing how your files look and if there’s any duplicate filenames, as well as how your workflow processes the data, will be helpful.
This looks however like it might be a Wordpress issue in terms of handling multiple file uploads that may have the same filename - have you tried splitting up the binary files and uploading them one at a time instead?
Totally forgot about that possibility. Thanks alot @EmeraldHerald!