IPod abrubtly cuts off and only comes back on when you unlock the hold button. why and how can i fix this?

I listen to my iPod Classic at work and it kept cutting off today out of nowhere and this hasn't happened before. I have it in my pocket so I have the HOLD button in the lock position so the wheel won't get pressed while in my pocket. I figured it died on me but I had just charged it last night so I took it out and unlocked the HOLD button. Well, the music immediately came back on. It happened a few more times and i figured maybe it was the song or something so I changed albums and it kept happening. Every time it would cut off, I'd unlock the HOLD button and it'd come back on every time, almost like it was paused or something. Has anyone experienced this? if so, how do I fix it? I really don't want to buy a new iPod since I have little money because of school, bills, and photography/film equipment. Help? thanks.

I'm having a hard time finding an answer to this too.  This is what is going on.  Sometimes the iPod (iPod Classic 160GB) does not "like" the songs I've downloaded from cds.  Sometimes it does.  I think it always plays whatever songs I've purchased on iTunes though.  The other day I synced it to add two new cds and somehow the iPod was wiped clean--no songs, no pictures, nothing. I did a reset and the songs came back but now these problems: 
1. The song will play for a few seconds then it either skips to the next song.
2. The song won't play, just skips to the next song.
3. Everything just stops, the iPod is still 'on' but won't play anything.
4. Right now it's playing an Aimee Mann album that I downloaded but it wouldn't play the Joni Mitchell album just before.  Is the iPod making a comment on my taste in music? 
Flipping the lock back and forth helps sometimes, but not always.
I bought this device less than two years ago; I really hope it's not permanently messed up. Should I just go to the Apple Store (please I beg of you, don't make me!) and throw myself at their mercy?
Help!! My iPod is the only thing that gets me through the day in this office.

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