FWIW i have never used any playlist function on any PC or mp3 player so its all new to me. my only other mp3 was windows based. drag drop done. make as many folders as you like just like explorer.
the iphone/ipod is a fair bit more difficult. you have to use itunes which has a million options and functions. and originally playlists wouldnt sync unless you had at least 1 song in the list. i used playlists for my videos as i never played music on my iphones.
none of which was mentioned in the manuals.
imo the iphone/ipod was one of the most frustrating piece of electronic i have owned. however once i got the hang of it it seems brilliant.
going from windows mobile to iphone is a steep learning curve. not a whole lotta similarities