Bulk operations (in the checklist)
Checklist Custom Fields major
Checklist Proxy Custom Fields major
Checklist styling major
On Cloud, when you clone an issue, Checklist data is not cloned automatically. However, you can easily copy/import the data from the source issue.
Convert items to issues
Default local items
Display on Agile cards major
Full Markdown editor
On Server, disabled global items stay in checklists if they are checked. On Cloud, they are removed from the checklist, whether they are checked or not.
Importing items between checklists
JQL functions major
Server has much more advanced and powerful JQL functions.
No re-indexing occurs when global items are modified, which means that an issue needs to be modified for the JQL to register the changes.
Lock On Resolution (to avoid updating global items in closed issues)
Markdown support major
Scripting and REST APIs
Workflow validators major