I have Illustrator 9 on a Mac OS 8.6 and keep getting the "could not complete this operation because an assertion has failed" error everytime I try to do a save for web? I found the solution for PC but haven't got any luck for the Mac.
If not, then it seems to be a color scheme issue. CMYK colors don't export to web. You'll need to change your image into RGB before optimizing using the Save For Web feature.
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