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Did you ever own a non-iPod MP3 player? The user experience on those devices was usually terrible (especially navigating through songs without a scroll wheel). Loading songs onto those players was painful, or at least nowhere near as simple as iTunes (especially once Apple bought SoundJam). Additionally, Jobs' relentless addition/pruning of the iPod lines (mini/shuffle/nano/color/touch/etc) kept Apple with both a str…
Yes, I owned several MP3 players of the era, one of them an iPod video. I found the ipod at the time to be one of the most frustrating to load media onto - as one memorable example, it wouldn't let me load .mp4s into the 'TV' folder, because .mp4s are 'Movies'. No argument will be entered into. wtf? Loading music was no better or worse than other players I had, but iTunes was still horrendous bloatware. Why do I need…
I literally had the exact opposite experience you did. I couldn't afford an iPod when it was released, so I bought the Chinese knock-off. Several, actually -- I worked at Circuit City at the time and got an incredible employee discounts on them. And all had horrendous software, as well as plenty of hardware glitches. The software rarely worked as advertised and I usually had to resort to some sort of hack or third party program to get MP3's loaded in any sort of format I wanted them to work in.
It wasn't until years later when I could finally afford an iPod Mini that I finally found an MP3 player that worked on even a basic serviceable level. I still have that iPod mini, and it works perfect. If I didn't have an iPhone already, that would be my MP3 player for when I work out.
If you're speaking to computer know-how and aptitude, I am a programmer today, so I do not feel it is my ability that held me back.