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You should be able to get around that by running in windowed mode, put "window" at the end of the command line in a shortcut (like "c:\program files\stockboy\stockboy.exe window" for example).  It will be in a little window then, but it should work! It seems your video card doesn't want to do 640x480x256 color mode.

That didn't work for me. What did work was dgVoodoo2. Also tried cnc-ddraw, which worked for me in a Windows 10 VM (Windows Sandbox) but not on my main machine, weirdly enough.