INFO: NewsBreak doesn't auto-update or download podcasts when set to update when ActiveSync is connected
Windows Mobile 5.0 has a new connection method which may prevent NewsBreak from detecting that ActiveSync or Windows Mobile Device Center is connected. To fix this, you need to do the following:
On your device, go to Start -> Settings -> Connections and look for the “USB to PC” item. If you have it, un-check “Use Advanced Networking.”
If you don’t have a “USB to PC” item, you may have a “USB Switch” program in your Start -> Programs list. This does the same thing. You want to switch the connection to “USB Serial” instead of “RNDIS”.