Hi Craig!
You might check Issue attachment permissions in Issue Settings.
Hi @Craig Shames ! Welcome to the Atlassian Community!
@Juan Carlos Pin gave the correct answer if your project is a Company-managed project.
If your project is a Team-managed project (don't know if it is? Look for a "Team-managed project" text at the bottom-left corner of any page in the project), check the role of the person who can't add attachments. If it's a custom role (not Administrator or Member), you may have to check the following permissions for that role.
So, hope this covers all the bases.
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