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@danb means that when you receive a message back in a conversation you've started, you don't receive an email, but you do when someone starts the conversation.
Is that something you've consciously left out?
I don't seem to get alerts for replies to PM's that I have sent - but I do get them for PM's that are sent to me.
I have the option ticked for email alerts for "When you receive a new comment in a private message" but I would expect this to cause alerts to be sent in both cases - otherwise I have to tick the alerts box each time I send a PM in order to get alerts on it.