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Been trying to pin the Random thing done, too (ha!). So far, it seems for my set up that if I stay in the same playlist Random stays set across jumps to radio and back and shutting down the car. If I go to a new playlist, it seems to always start with Random deselected. Trying to figure out, though, if there's something else I'm doing that resets it. I play my music from an iPod touch connected in the armrest. I take it out every few days to update some podcasts.
Trying to get it to sync (iTunes, for the podcasts) via wi-fi from the garage while still in the armrest. Network and iTunes see it but the sync has failed so far. Stuck on that one.
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