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Pre-condition

"Checklists" custom field (mandatory) and "Smart Checklist Progress" custom field (optional) must be added to your Jira Cloud instance and must keep checklists' values. 

When you migrate using XML backup - then Custom fields and Issue properties should be transferred too.

Check out this instruction from Atlassian

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Tip

This instruction describes how to migrate Checklists created by Smart Checklist addon from Jira Cloud to Jira Server/Data Center. I’s based on Atlassian recommended method o XML backup

More details on this:  https://confluence.atlassian.com/adminjiraserver/migrating-from-jira-cloud-to-server-applications-938846963.html

Info

Check instructions on adding Checklists and Smart Checklist Progress custom fields. 

Instructions

  1. Make sure the "Checklists" custom field is set up on your Cloud instance, is associated with all proper screens (Default Issue Screen and Edit Issue Screen in particular), and contains your checklists' data.
  2. Transfer Jira from Cloud to Server following all the needed steps from Atlassian Documentation.
  3. Make sure the "Checklists" custom field is created on your Server instance and is associated with all proper screens (Default Issue Screen and Edit Issue Screen in particular).
  4. Install Smart Checklist add-on on your Server instance.
  5. As soon as the add-on gets rendered on your issues, it will get all the values from the "Checklists" custom field.

...

how to migrate from Jira Srver/DC to Jira Cloud here → Migrate checklists from Jira Server/ Data Center to Jira Cloud

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☝🏼NOTE: There’s NO need to have Checklists and Smart Checklist Progress Custom Fields to be set on Cloud instance. Data would be pulled from Jira Issue Properties

Instructions

  1. Prepare Backup on Jira Cloud:
    Go to System → “Import and Export” section → Backup manager → Backup for the server

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  2. Restore Jira data from Backup on Jira Server:
    Go to System → “Import and Export” section → Restore System → Restore Jira from backup

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  3. Then install "Smart Checklist for Jira" on the Server → go to add-on Settings → Global Settings → Start Migration

    ☝🏼NOTE: Make sure you have Smart Checklist older than 5.3+ and above version installed.

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  4. Once migration is completed - Smart Checklist values would be successfully migrated from an Issue Property to a new Data Storage (Database) and custom fields would be synced as well.

  5. Check if the migration was successful in the Issue Search view by adding Smart Checklist Custom Field

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  6. That’s it! Hope everything works for you 🙌🏻

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