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Horrific bug: Apple Mail sends 6 copies of scheduled email under embarrassing circumstances

Horrific bug in Apple Mail's "Send Later" feature: scheduled email may be sent as many as 6 consecutive times.


I made my tenants an offer to renew their lease. I scheduled a follow-up email. Didn't hear back from them. Later happened to log into Gmail's web interface, and was mortified to find that my scheduled email was sent 6 consecutive times over the course of the morning.


Such a bug might have under different circumstances been no big deal. But because my email was a follow-up about their pending renewal, I appeared as a maniac pressuring them to sign.


After explaining the situation, my tenants appear to mostly believe me. But our relationship took some damage from the incident. It was a professional embarrassment for me.




MacBook Pro, 13-inch, M2, 2022, 8GB RAM

macOS Sequoia v15.0.1

Apple Mail v16.0 (3818.100.11.1.3)


I apologize for including no reproduction steps. As far as I remember, I used the "Send Later" feature "normally." That is, I clicked the dropdown arrow, scheduled my send; and I don't recall noticing any abnormalities at the time.

MacBook Pro 13″, macOS 15.0

Posted on Nov 23, 2024 7:12 AM

Reply
1 reply

Nov 23, 2024 10:58 AM in response to ef96jqEt

I continue to audit my recent sends using Gmail's web interface.


I discovered that Apple Mail on the same morning also sent 6 copies of another scheduled email to a different set of recipients.


This may serve as a clue to developers investigating the bug: both emails were scheduled to send at 8:00am.


(The first email appears in its preview to be different from the other five; but upon opening it, its content is identical except that its first line inexplicably appears quoted, as if quoted from a previous email in the chain.)



Horrific bug: Apple Mail sends 6 copies of scheduled email under embarrassing circumstances

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