I've got an iPod Classic. No complaints when using Apple Lossless with my Etymotic ER-6i IEMs. I can definitely hear a difference between compressed formats and lossless. I think that really depends on the quality of headphones.
I have a Ray Samuels Tommahawk portable amp and ALO cable (bypasses iPod's amp) that drive Etymotic ER4s IEMs. I don't use that combo much due to less traveling for work.
Some say the iPod Touch sounds better, but I'm not sure. It has flash memory instead of a traditional hard drive, which should sound better. But the DAC and amp may have changed. What I can tell you is that my iPhone 3GS doesn't sound as good as my Classic. Maybe due to having a phone in it. Its not a night and day difference, but its not as good.
I think the Classic has/had the Wolfson DAC. My Nano did. It had flash memory too, and sounded pretty identical to my Classic. Not sure of generations of anything except the iPhone. I got the Classic when it first got called that, and the Nano was the one before the bigger screen and video capabilities.
I have a Ray Samuels Tommahawk portable amp and ALO cable (bypasses iPod's amp) that drive Etymotic ER4s IEMs. I don't use that combo much due to less traveling for work.
Some say the iPod Touch sounds better, but I'm not sure. It has flash memory instead of a traditional hard drive, which should sound better. But the DAC and amp may have changed. What I can tell you is that my iPhone 3GS doesn't sound as good as my Classic. Maybe due to having a phone in it. Its not a night and day difference, but its not as good.
I think the Classic has/had the Wolfson DAC. My Nano did. It had flash memory too, and sounded pretty identical to my Classic. Not sure of generations of anything except the iPhone. I got the Classic when it first got called that, and the Nano was the one before the bigger screen and video capabilities.