Sorry, missed that post, however a particular call scenario would be good. For example. If I have a 5330 set registered to the 3300 (what platform type is the 3300?), i.e. not using any trunking or TW, does this work? If it does, what scenarios doesn't it work?
EMEM is Embedded Voicemail, the one you configure via ESM.
No, I wouldn't say that. Since you can hear voicemail, that only means that the one direction is good, doesn't mean anything about the other direction (phone to 3300). Sniff at the phone and make sure that it's streaming to the same address/port that it's receiving from. Or, use the e2tshow command on the 3300 when a call is up to make sure that the 3300 is getting packets from the phone, probably you're easiest/best bet.