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Not asked to send from outbox on exit or at launch of TB

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I put messages in the outbox expecting to be asked if I want to send them on exit but, I don't get a reminder???

I put messages in the outbox expecting to be asked if I want to send them on exit but, I don't get a reminder???

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Do you use Send Later, or just put them into Outbox "by hand"? I'm not sure that the latter will actually provoke a "Send unsent messages now?" prompt.