ipod won't play purchased music

my 16GB jail broken ipod touch won't play music that i have purchased on itunes. My ipod was 1.1.4 and i jail broke it. Now it is 1.1.3. I have plenty of other songs that i synced onto my ipod after i jail broke it and they play fine, but when i try to play purchased music it doesn't work. It acts like it is playing it, but no sound comes out. I tried re-syncing all my music back on but i still have the same problem. I don't know what to do... i guess i could burn my purchased songs onto a cd and rip them back onto my computer so they are unprotected, or download a song converter... but i was wondering if anyone had an easier way to fix my problem.

Any ideas?

i guess i don't know for sure... i'll try sycing again

that didn't work :/