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Handling Custom Workflows, Fields, and Plugins During Jira Server → Cloud Migration

carl
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November 28, 2025

I’m preparing to migrate our Jira Server instance to Jira Cloud and want to ensure a smooth transition. Some of our projects have custom workflows, fields, and plugins, and I’m unsure how these will behave once migrated.

My main concerns:

Will all custom workflows and statuses migrate correctly?

How should I handle custom fields or plugins that aren’t supported in Jira Cloud?

Are there pre-migration checks, tools, or best practices to ensure nothing breaks?

How can we test migrated projects before going live to avoid disruptions?

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