I've suffered major headaches trying to sync all my calendars. I used the Microsoft Outlook calendar on my desktop computer at home, but since I wanted to be able to access my schedule from anywhere, I also kept a copy of it on Google Calendar. When I traveled, I'd import my Google Calendar data into my laptop's Outlook calendar so I could access it offline. This was not only annoying to maintain, but also quite error-prone. If I made updates on any of the copies of my calendar, I had to make sure to make those same exact changes to the other copies, too.
This was my life for a whole year before we started working on Google Calendar Sync, a 2-way synching application between Google Calendar and the calendar in Microsoft Outlook. I was probably the most excited person on the team when we started developing it, because now I can access my calendar at home or on my laptop, on Google Calendar or in Outlook.