Installed wine 1.3.14, and ran the program from the .exe within the installed directory with the same result. The program runs fine until you attempt to open/save a cardfile(.SKCard, or .SDB). The program instantly crashes before you can attempt to name the file, and even crashes when opening when there is no cardfile in the folder. Could the format/encoding of the program's database conflict with wine? terminal dump: During running: data-wrangler@WildHorses:~$ '/home/data-wrangler/.wine/drive_c/Program Files/Starfish/Sidekick 98/program/sidekick.exe' fixme:ras:RasEnumConnectionsA (0x32f90c,0x32fab0,0x32faac),stub! fixme:ras:RasEnumConnectionsA RAS support is not implemented! Configure program to use LAN connection/winsock instead! fixme:tapi:lineInitialize (0x5a65f8, 0x400000, 0x47ad1b, (null), 0x5a65fc): stub. Crashes: err:seh:setup_exception_record stack overflow 816 bytes in thread 0009 eip 681e0a67 esp 00231000 stack 0x230000-0x231000-0x330000