Drawloop - Advanced Optional Documents for Two Files with the Same Name

Is it possible to use the Advanced Optional Documents feature for two files with the same name?

Currently Advanced Optional Document logic for two files with the same name is not supported.

Workaround 1

This can be resolved by re-uploading the same file twice. This allows the document to have 2 different names for two different logic cases, or separate the document and have each part conditional.

Workaround 2

The other workaround for this issue would be to use DDP filters and filter the DDP by the desired value, and then include the filter in the button.