There is an issue regarding upgrading Jira software from 8.2.3 to 8.2.5/8.4.1 file valid issue.

[Michael Botting]

Please reply to Jay.patel@Bruker.com

[Petr Vaníček]

Hi,

you can't upload exe file. You need to use OBR file for Jira Software or Service Desk. But first you need to upgrade Jira Core by classis upgrade.

So you can do this by an installer for Jira Software (so will have upgraded Jira Core and Software in one step).

https://confluence.atlassian.com/adminjiraserver/upgrading-jira-applications-938846936.html

Or if you already made an upgrade follow this

https://confluence.atlassian.com/adminjiraserver070/installing-additional-applications-and-version-updates-765593207.html#Installingadditionalapplicationsandversionupdates-updatingexistingapplicationUpdatinginstalledapplicationstodifferentversion