According to a WMPoweruser.com source, the upcoming Windows Mobile 6.5 could come with support for Over The Air (OTA) firmware updates. And if that’s not enough in itself, the new firmware update process will reportedly maintain your settings and applications as well.
The Android mobile operating system already supports OTA updates. Updates get pushed out and are downloaded without the user having to do anything. Once the download is complete, the user is prompted to run the update.
Windows Mobile currently supports a Windows Update mechanism (similar to that on XP or Vista) but it has never actually been used. Hopefully this new feature would get a bit more use.