Can't enter multiple alerts in iCal

Question

I can no longer program multiple alerts. After entering the first one, no popup appears to enable setting a second. This feature worked a week ago. Any ideas? 
Re desktop version 5.0.2 (1571)

Answer 1

Greetings,
What changed in the last week?  Did you add a new calendar server (iCloud / Google / Yahoo etc.) or make other changes to the computer?
Try:
Go to Apple Menu > System Preferences > Language & Text > Formats > Region. Region should be set to the country of your choice. Do not have it set to "Custom" as this can have unexpected results in the iCal window.
If that doesn't resolve the issue:
1. First make an iCal backup:  Click on each calendar on the left hand side of iCal one at a time highlighting it's name and then going to File Export > Export and saving the resulting calendar file to a logical location for safekeeping.
2. Go to iCal > Quit iCal
3. Remove the following to the trash and restart your computer:
Home > Library > Caches > com.apple.ical
Home > Library > Calendars > Calendar Cache, Cache, Cache 1, 2, 3, etc. (Do not remove Sync Cache or Theme Cache if present)
--- NOTE: To get to "Home > Library" in Lion: Click anywhere on the desktop and then click on the "Go" menu at the top of the computer screen while holding down the "option" key on the keyboard.  You will see "Library" in the menu.
4. Launch iCal and test.
If the issue persists:
1. Go to iCal > Quit iCal
2. Remove the following to the trash and restart your computer:
Home > Library > Caches > com.apple.ical
Home > Library > Calendars > Calendar Cache, Cache, Cache 1, 2, 3, etc. (Do not remove Sync Cache or Theme Cache if present)
Home > Library > Preferences > com.apple.ical (There may be more than one of these. Remove them all.)
--- NOTE: Removing these files may remove any shared (CalDAV) calendars you may have access to. You will have to re-add those calendars to iCal > Preferences > Accounts.
3. Launch iCal and test.
Hope that helps!