I have created an application for updating my Confluence page with content using the API.
I can upload multiple attachments synchronously using this endpoint Create or update attachment, but if upload 2 or 3 at the same time asynchronously I get a HTTP 500 error back.
I can't find any restrictions on that API endpoint, nevertheless, an API restriction should not return an error 500 back
@Kerwood his doesn't solve your problem but it might help you troubleshoot.
Attachment Manager by Easy Apps has a page tree. Choose one or many pages and then filter by 'not visible' or search the attachment. Make sure for some odd reason it is not associated with a page.
Confluence is a bit odd in that it never deletes an attachment as has version history unless explicitly delete it (use case for our app). Creates as a result complexity, can't see an attachment but it's saved is a big one.
Even uploading three attachments synchronously returns a 500 some times.
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