We plan to update our older Splunk Enterprise Environment (5.xx) for which we have Perpetual Enterprise Licenses to an up-to-date Enterprise Version. Do we need to buy/reactivate the Annual Enterprise Support Licenses to be allowed to do so?
i dont think upgrade has anything to do with the license.
license only counts for indexing ratio. I will advise to co reactivate your support regardless. (and specially since it will be a major upgrade and you might need help).
Please contact your Splunk sales rep.
if you dont know who he or she is, contact splunk sales via splunk.com