Older itunes purchases cutting out half way through

I've been noticing for some time (this is not my first attempt to get an answer) that my older itunes purchases cut out about half way through when played on my ipod (but not when played on my PC) I've tried to find an answer on Apple forums before but it seems to be one of those questions that never gets a good answer. I'm beginning to wonder if it is Apple's way of getting us to buy our music all over again, but they wouldn't be that cynical would they. Anyway, since I'm increasingly unwilling to trust Apple to look after my music I'm going back to CDs whenever possible. I don't always want to buy an entire album, so does anyone have a real remedy for this problem?

Hello Jo Tampoco,
Welcome to the Apple Support Communities!
I understand that you have some purchased music that plays as expected in your iTunes library on your computer but does not on your iPod touch. Any purchases made in the iTunes Store can be downloaded again at no charge as long as the item(s) are still available for purchase so you will not be asked to repurchase these items. 
For troubleshooting, depending on how your music is being moved to your iPod, there are some steps I would suggest. If you are syncing the music from your computer to your iPod and the music on the iPod is not playing completely, I would suggest trying to download that music directly from your purchases to your iPod. To do this, please use the instructions in the first article below. 
Download past purchases - Apple Support
If you have been downloading the purchases directly to the iPod and the music is not playing completely, I would suggest syncing the music from your iTunes library and testing to see if it will play as expected once it is on the iPod. 
Sync your iPhone, iPad and iPod with iTunes using USB - Apple Support
Have a great day,
Joe

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