CRM Workflow Automation - Monthly Recurring Emails to Deal Contact

Hello, I'm trying to send an email to all Deal records that meet a certain criteria (not stage based - this would be field based) on the 1st of every month.

The only option for this seems to be the date/time field, which does offer a monthly recurrence. However, I am having trouble confirming this will work next month. When I look in the usage details (attached) I would think it would show at least one "In queue".

Is this the best way to approach this automation?

Example: The deal record this ran on as a test had the date/time field set to May 20th. Will it run again June 20th since it's set to monthly recurrence??

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