On 8 Oct 2018, at 11:55, Randy Bush wrote:

excuse me for being a bit slow but

2 different Smart Mailbox approaches:
  1. Mailboxes: Any of Sent, Trash;
     Conditions: Date is not within last 30 days;
     Rule: Conditions=[just exempting conditions]
           Action=Delete Permanently

so when does it run this?

The *RULE* is run when a message is "added" to the Smart Mailbox,
i.e. when a message in the source mailboxes meets the Smart Mailbox
conditions.

so if i try to add a message which is older than 30 days to the mailbox
it will be deleted.  not a very common circumstance. :)

You snipped the (probably badly worded) relevant bit:

How exactly MM notices the "addition" of messages to a Smart Mailbox isn't 100% clear, but I *think* it is triggered by appearance of new messages in IMAP mailboxes or changes in the metadata of existing messages that either MM does itself or is alerted to by the IMAP server during a sync operation.

A user NEVER directly adds a message to a Smart Mailbox. The combined criteria of the Source Mailboxes plus the Conditions add messages to a Smart Mailbox.

How exactly MM notices that "addition" in the case of a Date criterium (i.e. the absolute Date does not actually change) I am not sure, but I know from having a mailbox working this way that MM definitely does notice the "addition" and does run the rule.
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