That sounds like alot of trouble - but I hate to say I'm willing to try it. I'm curious though, if you can use ANY olympus player that will transfer to a PC with the mac software? For example, if I wanted to purchase the VN3100PC, I assume I could use the DS-2 software and it would work just fine (aside from the above problems)? Otherwise it seems I'm limited to using an ipod with a recorder, which 5th gen quality sounds great - but battery life is horrible while recording.
BTW - I've not actually purchased either the ipod w/recorder or the olympus, so anyone who may have used both, it would be great to hear your opinions... especially with the DSS software irritations.
