I have a newly installed laptop on which for 2-3 times a day pgptray.exe crashes and then immediately Outlook follows. The error reported is “Pgp Tray has encountered a problem and needs to close. We are sorry for the inconvenience.” I also have this on a desktop, but only pgptray.exe is crashing this time, without affecting other software. Outlook version is 2003 with SP3 installed and PGP is 10.1 .
Update: now I upgraded to Windows 7 and Office 2010, but the behavior appeared again. So pgptray.exe is still crashing from time to time.