There are two known issues listed below relate to importing time off bookings into Google Calendar via iCal. They are both caused by limitations in Google Calendar.

Issue 1:
Time off bookings with IDs of 1 to 9 in Web TimeSheet (i.e. the first nine bookings created in Web TimeSheet) cannot be imported into Google Calendar because Google Calender ignores UID's that are only a single digit.

Issue 2:
If you import a time off booking into Google Calendar, and then delete it from Google Calendar, you cannot later re-import that same booking.

Workaround:
Users can work around this issue by deleting and recreating any of these bookings before export to Google Calendar; new IDs will be assigned to the new bookings, allowing for import.