System: Macbook Pro running Windows XP Professional (yes XP natively via Bootcamp, not my choice) Problem: After leaving the laptop for 15-20 minutes Outlook would require the password to be entered numerous times before reconnecting. 1st step: Set power options in Control Panel to never go to standby while plugged in. This didn’t seem to have an effect. 2nd step: Opened Network Connections, right-clicked on the connection and opened Properties. Clicked on Configure next to the network card. On the Power Management tab, unchecked “Allow the computer to turn off this device to save power.” This seems to have fixed the problem, although I’m not sure why Outlook required multiple password entries.