I am having the same problem. I was mowing the lawn when it stopped playing, then I pressed play again and it worked for about a minute, then stopped again. I suspect the battery went dead, I can't remember exactly when I charged it last. I came in and tried to charge it, but my computer and iTunes don't recognize it. I tried all the help stuff, and it didn't work. After about an hour of messing with the software and the USB ports, the red light came on and flickered, then stayed on. I then put my headphones back into it and it played! The red light stayed on for about 5 more minutes and then went off and I had no light, but it still played music. I used it for about half an hour longer and decided to try charging it again, but when I plug it in I still can't see it in my computer or iTunes. Any help would be much appreciated!