http://bugs.winehq.org/show_bug.cgi?id=13129
--- Comment #9 from Rosanne DiMesio dimesio@earthlink.net 2009-08-21 16:17:30 --- I did a little more exploring, and I found that the app actually had installed psfascii.ttf to drive_c/users/dimesio/Application Data/Esker/Persona Windows Client/Fonts. I copied the file to the windows/fonts directory, but had to delete the registry key entirely to get the app to use it (the app recreates that key on startup if it is missing). Once I did that, the font displayed fine.
I also checked how the app behaves in XP (I had to boot into it today anyway for something else), and it created the same registry key and installed the font into C:\Documents and Settings\dimesio\Application Data\Esker\Persona Windows Client\Fonts. Windows is able to use the font from that location.