When in Word I go to File/Info and copy link to clipboard, I get a link like this.
file:///\\server\folder\file
This works from Run dialog and you can insert this link in an Outlook message.
But when you edit a comment in Jira, insert a link and give this as address, the popup will not accept it.
The following also don't work.
file:///server/folder/file
[file:///\\server\folder\file]
[file:///server/folder/file]
There is a Knowledge Base article about it.
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