I agree, ipods aren’t that easy. My corworkers bought ipods and they are not having as much fun or ease with them.
I’ve had an iPod for years. Its plenty easy. The biggest problem with it is that you’re completely bound to iTunes, whereas I can hook my Fuze to nearly anything. Of course, if I want a case or accessory for an iPod, I can go just about anywhere and have many choices - with the Fuze, they are few and far between. Which pretty much leads back to this thread - you have to keep it simple. Forget about line-in to your car stereo and all that, and just use it as a portable audio player.
I bought the cassette car adapter. Works fine. I turn up the volumne on my Fuze and a little on my car and can listen to my podcasts during my commute. (there’s another thread about using the Fuze on your home system too, so not completely just a portable, but that’s what I love about it too). And I have a pillow speaker (bought a year ago for my Cd player) which works for the music best and some podcasts (not all). I just turn up that volumne all the way and my Fuze volumne up too. It’s not super loud, but works fine for me (Plus it’s a pink one to match my pink Fuze–luck there). Yes I do have to check the volumne before putting in the ear pieces, but now it’s a habit.
Yes accessories are hard to find. But I saw some that were generic that could work, like a $10 arm band or a generic case.