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SOLVED: changed the USB stick an now it works...
First, thank you all for your replies!
It turns out that the problem was the USB stick itself... I've replaced it for an older one and now it re-starts playing right after starting the car, as it should.
Strangely, both are formatted as FAT32 with songs at just 128Kbps and 44 MHz, can't get what was the problem.
I noticed one difference though, exporting the music files from my computer to the USB stick that works takes much longer than to the one that doesn't work... very annoying.
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