A couple of things I have noticed:
1. You may not get a notification of a message arriving, and you will only see that there is a new one when you actually go into messaging.
2. If you view the profile of an Ancestry member and click "Message" it will show you previous messages exchanged with that person. I haven't managed to find someone whom I messaged before 2009 yet, to see whether older messages would show up that way.
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