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vScription Transcribe Free doesn’t support DSS files. That being said there is a fairly easy workaround.
Most likely the device you are using to create the DSS file came with software that will allow you to convert the file to different formats when downloading off the unit. We have documented how to do this for SpeechExec Pro Dictate X and Olympus ODMS Dictate 7.
Now that being said you can also configure your digital portable to record in a non-DSS file format that is supported by vScription Transcribe. You can see how to do this on various models on our documentation page.
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