Can the opt-in email module be linked to the dynamic registration by radio button instead of checkbox?

Here is what I am trying to achieve....

The DNN portal is being used as an administration tool and when people initially register, they have 72 hours to send a signed application by email or fax.... the person is automatically added to a role and if they do NOT have the signed documentation on hand, an email is sent (using the dynamic registration event) however, I would like to be able to schedule and email to be sent every day for the next three days until the admin indicates they have received the proper documentation.

Is this the best approach or is there a better way?  Essentially the radio button would force a selection (can only be one) of the membership type and they would be reminded till they go their information to the admins?

Is there a better way?  I have licenses for the full suite of products...