What challenges can be foreseen ? Is there any documented solution available ?
It depends. If the upgrade affects the version of Java you are using, then it might.
If you have installed Jira as a service, you may need to check that the upgrade does not remove the service unit or change it in a way that stops it working (the service is part of Windows, not Jira. You'll still be able to start Jira manually)
Will it require JIRA upgrade also ?
I would have said that if it did - that's not a minor thing.
Shall any preventive measure like JIRA data backup be considered before OS upgrade ?
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