To send an attachment  to JIRA, you can select one or more Issues related to the Case and select the Send attachments option.  This action compares existing attachments with those in the selected JIRA issue and provides a confirmation screen.  You can select specific attachments to send, ensuring that nothing is inadvertently overwritten in JIRA.

Similarly, in JIRA in the Case context related to the Issue, you can choose to send selected attachments to the Case.

And the attachment will be available in Salesforce.

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