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If messages are not showing up in the Sent folder, try: My Messages > Preferences > Change Settings > Make sure that "Save a copy of each personal message in my sent items by default" is checked.
There are copies and it is checked. However upon asking I learn that the receiver never got said message. This has happened with two separate people that I can verify so far.
Ask if these friends have their preferences set to string the PMs in a conversation so they are all together in one place or if they have them coming up separately.
You know... I have wondered why the conversation view isn't the default setting on E. I think it is the format that most people find easiest.
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