Possible to send automated email?
Nope. There isn't any API available to do this. You'd need to roll your own SMTP client and have the user enter credentials into your application. On top of that Apple may not approve this.
Automated Email Sender
The emails must be sent to an SMTP server, namely the SMTP server of the receiver. There are two ways to achieve this: by talking to a local SMTP server, or by acting as an SMTP server yourself.
In the latter case, you must connect to other SMTP servers, convince them you are not a spammer, and still deliver a number of emails which are automatically generated. The challenge in that should be clear(!)
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