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Try logging into Olympus support. The site is a little difficult to navigate but go in through the professional digital dictaphones and then into archived (or older) models until you find the DS 330. Follow the links to software downloads and you should be able to download the DSS suite and all updates. The DSS suite automatically recognizes most Olympus DSS models. If you will "save" the downloads first, you can burn them to a disk so that you will have a back up copy
The dictation device port where the cable inputs into the machine is not working. There is no way to fix this problem with spending some money. When this happens, you need to find a compaticord at RadioShack and download directly into the computer with a recording software to record the voice files. Or you can purchase a new dictation device. I hope this helps.
Make sure you are installing the Transcription version of the software not the Dictation version (Transcription version serial number starts with RTM and dictation starts with RDM). The foot pedal will not work with the dictation version of the software.
The answer is all in the serial number you use to install the DSS player!
Look carefully and you will see the recorder disk has in my case an [E] printed above the install serial number and the transcription pedal has [T]
Install the same disk with the E the driver is there, the control in Control Panel is there, but the foot switch does not work with the software. Put in the serial number with the [T] and foot switch works first time!
If you uninstall the play and then reinstall with the [T] serial number you do not need to reboot or even unplug the foot switch from the USB.