Generally, there’s no major difference in terms of functionality between Smart Checklist for Jira. Enterprise [CLOUD] and Smart Checklist for Jira. Enterprise [SERVER] addons.
Features that are present on the Server/Data Center version and not implemented on Cloud are
[Server] Choose a person in a checklist item via “@” mention
Extended JQL Search functions JQL Search Checklists
Global Templates Templates
Dashboard gadget Dashboard Gadget
Option to Enable/Disable Smart Checklist for new projects by default Manage add-on visibility per project
Smart Checklist Post function Modify checklists on a Workflow Transition
Improved validator for Workflow transition Validate before transition
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