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From memory, the JMWE functions all upgrade well - you just need to install the newer version of the add-on that is compatible with 5.2. Do it via "manage add-ons", as that will select an appropriate version for you.
5.2 is a long way off the latest version of Jira though, it's years old. 7.10 is out soon
I believe Ysaac meant that he's upgrading to JMWE 5.2.1, not Jira 5.2.1.
But that's true, there is no known issue when upgrading from JMWE 4.x to the latest 5.x version, and thousands of customers have gone through that migration already.
