Robbert try this: start in a clean new ~/.wine Then do : winetricks mfc40 mdac28 WINEDLLOVERRIDES="oledb32=n" regsvr32 ~/.wine/drive_c/Program\ Files/Common\ Files/System/OLE\ DB/oledb32.dll Then install the application. Set oledb32.dll to native in winecfg or run the app like: WINEDLLOVERRIDES="oledb32=n" wine GroundSchool.exe This way the app starts fine for me, didn't test if the rest of the app worked