What I have works if I quit and restart the player app from the serial terminal (or when I sync from JEmplode), but not if I reboot the player from Hijack or cold-boot by removing power. Like you, I think my player is too fast for our DHCP server.

Synchronising when I sync my music is a start, but I tend to go two months and then buy two dozen albums rather than the steady trickle that I used to (when I worked near town)...