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Best practices for migrating jira server workflows to cloud

carl
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November 26, 2025

I am planning a migration from Jira Server to Jira Cloud and want to make sure all workflows custom fields and permissions transfer correctly

Are there common issues with complex workflows during migration

How can I check that custom fields and automation rules work correctly in Cloud

Are there recommended tools or steps to make the migration smoother

Any guidance or step by step tips from someone who has done this would be very helpful

2 answers

2 votes
Enric Font November 26, 2025

Dear @carl 

 

If your workflows only contain standard elements (those offered by Jira without added plugins), you can migrate quite quickly using JCMA.

If your workflows contain custom elements such as Groovy scripts, custom fields, validators, conditions, or postfunctions from marketplace plugins, the migration will be more costly since you will have to convert those elements in the cloud instance.

 

I recommend you conduct a workflow assessment to identify these elements.
An add-on that can help you with this is Smart Jira Documentation, which allows you to obtain highly detailed documentation of your workflows in a user-friendly way:

 

https://marketplace.atlassian.com/apps/1221996/smart-configuration-documentation-for-jira?hosting=datacenter&tab=overview

 

With this addon you can get all the workflow transitions with fields, conditions, validations and postfunctions

 

Hope this helps

1 vote
Sebastian Krzewiński
Community Champion
November 26, 2025

Hi @carl 

 

Best option will be to review below pages:

https://support.atlassian.com/migration/docs/cloud-migration-methods-for-jira/

https://support.atlassian.com/migration/resources/

Also I will advise you to create migration ticket on Atlassian Support. They are very helpful, guide and suggest how to solve some technical issues. They can be also available during your production migration.

Regarding tool I used Atlassian migration assistant and in some add-ons cases I used vendor help to move everything quickly and without issues.

 

Regards,

Seba

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