I haven’t tried it yet, but this looks like an interesting plugin for Windows Media Center: Mobile TV Center 1.0
Watch TV on more than 500 mobile phones, Pocket PCs, iPod, PSP and portable media players. Take your TV programs on-the-go. All the shows that your record with your Windows Media Center are automatically converted in the background and transferred to your mobile phone, iPod, Pocket PC, Palm. Simply record TV-shows for your portable device by selecting a tv-show in the EPG (on-screen program guide).
I’ll be back with more info when I have tested it.
(Thanks, Oyvind and StÃ¥le)