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The feature allows you to create Scheduled Issues that has multiple Assignees (1)
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The way it actually works is that it uses Jira project groups (to add project groups go to project settings → People). Once Group Assignee on SI is selected then on execution there will be created JIra ticket separately (2) for each user (1) from the group:
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Execution History
At Execution History of Scheduled Issue that has Group Assignee you also have available preview of current status of Jira tickets created with Scheduled Issue
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Scheduled Issues Table
At Scheduled issues table you can differentiate Group and regular assignee by checking presence of a
flag (1)
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Limitations
The maximum group size that The Scheduler can handle is 10