It seems like you are trying to cram a great deal of functionality into a single piece of code

Yes...having slept on it, I have sort of come to the same conclusion!

I am definitely thinking that feeding the people that need an email into a database table is a better approach. That seems to give several advantages:

• The list of emails to send doesn't get lost if there is some inturuption
• People who are sent two different emails can have them automagically separated by a few hours
• There's less for the sending script to contend with - it just picks the next address from the database and sends

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