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For some reason, if I have Speakers checked as the playback device, Windows Media Player does not work and I do not get the test signal from REW.
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Did you select the Turtle Beach analog out as the default device in VISTA playback devices tab?
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From looking at the picture of the jacks on my sound card - should I use a stereo cable or a mono cable
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Stereo. From line-out (yellow) to line-in (top jack) and be sure it's selected as line-in and not center/sub out.
You need a set of breakout splitters that are (3.5 mm stereo jack to two RCA). This allows you to get at the left and right channels of the line-in and line-out ports.
brucek