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Can we upgrade JIRA 8.8.1 (on-prem) with old license to 9.5.0 or we need a new license? Not looking to extend support, and keep the existing license. can we simply upgrade, or should we discard and throw away things?
What is the end-date on your current licence?
You can not upgrade to a version released after that. (and, yes, server licences will go away February next year, but you can still extend up until then)
Hello @Stanislav Prikhodko
Are you working with Jira Server or Jira Data Center?
Take a look at the information here to see if it answers your question: