I tested this and it works fine. I think you may be running into the "when the Rules are applied" part of this…

Remember, the rule is only applied when the message is delivered into the SMOX, not when you create the SMBOX. In my scenario, I setup everything as you did but disabled the delete rule and then sent a few test messages. All were delivered as expected into the SMBOX that had the delete rule. I then enabled the delete rule and while leaving the previous messages in place. I then sent more test messages all of which were immediately deleted however the messages that were sent before I enabled the rule remained…

I un-checked "Limit at start of day" and then manually ran the rule to clear out SMBOX-2. I waited a couple of days until some messages appeared. However, the rule didn't trigger and there are now messages in SMBOX-2 that are older than 14 days. I'm not sure what I'm doing wrong.
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