We are currently running in Jira cloud and before purchasing, if we were to move to server version in the future (a strong possibility), would the license be open for migration from server to cloud?
No, there are no licences in Cloud really, you pay a subscription.
You'll need to buy licences for server.
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Also, please be aware of this KB article: https://innovalog.atlassian.net/wiki/x/CatOC
Migrating between Jira Server and Jira Cloud (both ways) has been becoming increasingly difficult since Jira Server and Jira Cloud became entirely different products developed by different Atlassian teams.
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