You need to get latest USB driver for Windows 7 (both 32bits and 64 bits available) at:
http://support.casio.com/en/support/download.php?cid=008&pid=20
I think the SMF converter though is a 32 bits application will work on windows 7 provided the correct USB driver has been installed.
SOURCE: SMF converter for wk-500, Does it exist?
No.
I have a Wk-8000 & a CDP-200R, the later is the same as wk-500 but with 88 weighted hammer keys.
Since wk-500 can play SMF (Midi 0 & 1) format directly from a SD card and there is enough polyphony to play anything, I don't find any real reason to convert SMF to any "Casio Format". Just get a 2GB SD card and put your SMF files in the MUSDAT folder for the SD CARD using your PC/MAC.
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