I always cringe when I see articles on line similar to the following article from Reuters (Big media seen playing hardball with Apple). Specifically this quote:
“If there isn’t any video you want to watch, the device itself is worth less money,” Forrester analyst James McQuivey said of the iPod and other Apple products, such as the Apple TV set-top box and the iPhone.
James, you just don’t get it do you? Most people who own video iPods who want to have their DVD’s on their iPods just use one of the many programs that allows people to RIP DVDs. Not to say that I do this because it would violate the DMCA. However copying what you already have purchased is legal under US copyright law, so long as its not digital in nature. DMCA says you need to repurchase. That aside there are many many ways which people use to take their pre-owned content and make it available on their digital media player. Most of them are quite easy.