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The commas are the right approach. When you say the 1st and last receive the email, is the 1st the Account Owner?
Can you provide a screenshot of that flow step, please?
Is the second email unsubscribed somewhere?
Are they getting that email in the spam folder?
Thanks Jeff & Josh,
Looks like the commas worked after all. I had been putting in the same fake test email and apparently Marketo was only sending out the alert once.