No longer able to watch TV/video?

I have the 30GB Video iPod. Originally I had it on my Dell laptop. At that point I was able to download and watch LOST. A year ago, I purchased an iMac and transferred my iTunes. I went to download a new television program (first time since the Mac) and cannot find it on my iPod (only on iTunes). When I try to "sync" the TV programs, it says my software is too old. What can I do? Do I need to restore to factory settings? What will that do with my already purchased music/ content?
Thanks!

How did the photos get on your iPad ? Only photos taken with the iPad, copied onto it via the camera connection kit, or saved from emails/websites etc can be deleted directly in the iPad's Photos app - either via the trashcan icon in the top right corner (bottom right in iOS 7) if viewing the photo in full screen, or via the icon of the box with the arrow coming out of it (Edit button on iOS 6, Select button in iOS 7) in thumbnail view. Photos/videos that were synced to the Photos app from your computer can't be deleted directly in the Photos app - you need to move/remove/de-select them from where they were synced from on your computer and re-sync.
What happens when you try to watch a video or download them ? If you are having problems with the Videos app playing films/TV programmes then have you tried closing the app via the iPad's taskbar, and/or done a soft-reset (press and hold both the sleep and home buttons for about 10 to 15 seconds, ignorin the red slider, after which the Apple logo should appear - you won't lose any content, it's the iPad equivalent of a reboot).
If you are having problems downloading films/TV programmes then are you getting any error messages ? You can delete films/TV programmes in the Videos app, either via the Edit button top right of the selection screens if your iPad is on iOS 7, or by pressing and holding a film/tv programme for a couple of seconds or so, it should then get an 'x' on its top corner

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