As for the last part, they indicated he left the "Test 1 2 3" voicemail. So thanks for your insight into this. My thoughts on the 2nd voicemail is that he dialed back in to re-listen to the message. The first one was in his vehicle while driving. The 2nd was on his Cisco phone at home (if I remember correctly) and he pressed 1 1. I believe that replays the messages. So, if he was driving and heard a message about an issue, when he got home, it would make sense for him to re-listen to the message to make sure of the details. If that was indicating a problem with conferencing and/or voicemail, the details would be important.
Other than that, and this is a completely serious question, what on earth would he accomplish by making those calls into the Alpha system? To me, the scenario I described is the only thing that makes sense. If you have some other scenario that makes sense with this order of calls, when he called, and the buttons he pushed, please put it out here. This is why I'm no longer on the fence. It just doesn't make sense for it to be anything else (that and the fact that the prosecution has no real evidence...at least so far).