If a file appears to be "deleted", you cannot upload another file of the same name.
One should be able to either
If you read the comment you can see that this is not and issue with Confluence itself, it was cause by Arsenale Lockpoint, an app that allows you to add check-in and check-out capabilities to Confluence, so you can lock any Confluence attachment while making changes.
There does not appear to be any dropdown what lets you "checkout" a document. Or if there is, it is very obscure.
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Arenale Lockpoint is an app you have to install in addition to Confluence, so if you do not have Lockpoint installed then you will not have this option.
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