New Hire tracking

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I have a client who typically can have 100+ New hire enrollments in the enrollment period at any given time. They are having issues with employees not enrolling and coming back to them after their enrollment window is closed. 

I was wondering if anyone has a good process for tracking/reminding new hires that they could share?

We've looked at benefit alerts, but not all of their employees have a work email in the active directory to send an email alert to. Is there a way to use personal emails in alerts? Or some other notification method?

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