sounds like you're using too high of a bitrate or sample rate, a lot of converters can't handle that high

What should I do?

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"If my calculations are correct, when this baby hits 88 miles per hour...you're gonna see some serious shit."
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feel fresh:
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I had a similar problem a while ago (couldn't read wav coming out of Live)

It turned out that I was converting to the disk at a bitrate that was too high. It seems that Windows Media Plauer can't handle high bitrates (32-bit for sure, haven't tried out 24-bit).

I don't think that the sampling frequency is a problem. Try lowering the bitrate in Ableton when converting to the disk.

To do that just click the drop down menu "Bitrate" when the "Convert to disk" wondow pops up. Simple as that;.

Keep me updated if that's not it. Hate to spend time to put out silence .

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Before you convert to mp3 make sure you resample your wave's sample rate to 44.1khz (if its a higher sample rate than 44.1) and it has been dithered to 16-bit. That could be the problem.