If you're looking at the marketplace descriptions, then it means "you must arrange payment with the vendor of the plugin" (The other option is that you pay Atlassian as part of the package and they deal with the vendor for you).
If you have a licence for the plugin, your organisation would have acquired it from the vendor and that should be recorded somewhere. If you're really not sure, then you might want to contact Bob's organisation directly to see if you have (I've inherited a Jira where admins have left no list of what they've bought for me to refer to, let alone the rest of the config they'd done - that was... fun...)
we were using a fee version. But I can't seem to understand. If it says paid via vendor is it paid already for and I can download and use it ? We have a commercial license for jira.
same here I have inherited jira where admins have left
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No, that's the point - the phrase simply means "you need to pay for this via the vendor"
The website has no way of knowing if you've paid for it already.
If it were "paid via Atlassian", it would show in your Atlassian account on myatlassian.com but this is third-party.
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Nic is right, it is just terminology to say: go ask the vendor about how to license it. In this case, JIRA Command Line Interface is an add-on (not part of JIRA) and licensing information is at: Atlassian CLI license
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