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Hero Lab *does* make use of memory-mapped files within Windows. While a proper implementation of WINE should fundamentally support memory-mapped files, it's the only thing that HL does that isn't very vanilla - aside from our licensing mechanism. You might try writing a very simple Windows program that leverages memory-mapped files and test it out under WINE. Beyond that, I'm not sure what else HL could be doing that would get WINE fundamentally confused.
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