How do I make multi-sharing of calendar easier than going from one acc

[japrx7]

We have about 20 different "VIPs" that when new employees come in they need access to their contacts/calendars (Exchange & Outlook 2003). The conventional way we do it now is to go into each of the 20 account and Delegate the permission to the new employee. As you can imagine this can get time consuming. I've tried to use a distro list, but I guess something with the permissions aren't correct, as it didn't work. Basically if anyone knows an easier way it would be appreciated.