I haven't been able to take a closer look at this (current Mac Laptop is a G4 and broken), but I suspect the reason Strong Bad isn't working is that we're using the Oct 2006 and Dec 2006 updates to DirectX9, which may not be supported by Crossover.
Tried looking around the CrossOver site for what components of DirectX they use, but couldn't find anything. It's not just "9.0c" but the 9.0c rev 27 as a minimum; Having up to at least 29 would be ideal.
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(Formerly a Content Programmer, 2010-2011)
(Formerly the Build & Distribution Engineer, 2007-2010)