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Attachments can be enabled only on feature classes stored within a geodatabase (this can be any type of geodatabase - personal, file, or enterprise). You cannot attach your files to a shapefile because there is no container the data can be stored in. To convert your shapefile to a geodatabase, you can use a GP tool Feature Class To Feature Class ...


I've attached an image showing what you need to do for the first step. Namely, turn the Shapefile into a Featureclass. A Featureclass can only reside inside a Geodatabase (aka GDB). Alternately you can create a GDB and import your Shapefile into it by R-click, etc. See this image below. As Alex Tereshenkov said - You can only enable attachments to a ...

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