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You can also validate to ensure that a specific item in the checklist is complete by using the Regular Expression Check validator.

To set the validator:

1. Ensure the Save checklist data ot Jira custom fields global setting is enabled.

2. Navigate to Project Settings > Workflows

3. Click the pencil icon to edit the workflow.

4. Select Diagram mode and click on the transition where you want to add the validator.

5. Click on Validators.

6. Click Add validator.

7. Select the Regular Expression Check validator and click Add.

8. Select Checklist Text as the field to evaluate.

9. Enter the appropriate expression.

   1. To check that a checklist item called first item is complete

      Code Block
      (?ms).*^\*\s+\[(x|done|skipped)\]\s+first item.*

   2. To check that two items, called first item and second item are complete

      Code Block
      (?ms).*^\*\s+\[(x|done|skipped)\]\s+first item.*^\*\s+\[(x|done|skipped)\]\s+second item.*

   3. To check that an item in a given position (4th) on the list is complete

      Code Block
      \A(\*.*\r?\n){3}\*\s+\[(x|done|skipped)]\s+(.*\r?\n?)*\Z

      The example above will block the transition if the fourth item in the list is incomplete. To block transition if Nth item is incomplete, change the 3 in the expression above to N - 1.
      Note that this expression cannot be used to validate for the first item in the list, and that the list must contain at least N items. If you want to validate for more than one position in the list, you will need to create separate validators for each position.

   4. To check that there are no items in an Open status

      Code Block
      (?s)^(?!.*\*\s+\[open\]).*$

   5. The following regular expressions can be used to make the transition require at least one checked item, and optionally to require that checklist has at least one item. The expressions can work with or without statuses. If you use custom statuses, you will need to adjust the expressions.

      1. Statuses disabled, allow empty checklist

         Code Block
         (?s)^(?!.*\*\s+\[.*?\])|(?=.*\*\s+\[x\]).*$

      2. Statuses disabled, require at least one item

         Code Block
         (?s)^(?=.*\*\s+\[x\]).*$

      3. Statuses enabled, allow empty checklist

         Code Block
         (?s)^(?!.*\*\s+\[.*?\])|(?=.*\*\s+\[done|skipped\]).*$

      4. Statuses enabled, require at least one item

         Code Block
         (?s)^(?=.*\*\s+\[done|skipped\]).*$

10. Click Add again to confirm creation of the validator.

11. Click Publish draft to save the changes.

12. Test the validator by attempting to transition an issue which does not meet the criteria. The transition will fail.

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