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No, you’re not able to assign more than one person to a checklist item in Trello. Based on Trello’s documentation:
You can only assign one person to an advanced checklist item. Advanced checklists are more about accountability and finer granularity. If multiple people are assigned, there’s less accountability and more confusion about who’s supposed to be doing what. If more than one person need to do a particular task we suggest creating separate checklist items for each individual. That way, every person will see the task in ‘Your Items’ and can mark their contributions complete when they’re done.