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] Modify checklists on a Workflow Transition

• [Server] Choose a person in a checklist item via “@” mention

• [Server] Add a calendar date by typing “//”

• [Server] Add links to your Jira tickets in checklists