That guy did have one very valid point. iTunes implementation of DRM is going to cause major headaches down the road for anyone who switches to a different brand of player and isn't willing to hack through iTunes DRM. Let's face the facts, the iPod may be on top for now, but who knows what the market will look like in 6 months? It is naive to just assume Apple will always be on top in the portable player market. They ruled the home PC market once too, if you recall, and blew it.
If you do switch players there are ways to get your iTunes files out of lockdown, but they're all hacks. In my opinion, if you have paid $1 a track then those tracks are yours to use no matter what kind of player you own. You shouldn't need to hack into what is rightfully yours. Ironically, it is in Apple's own best interest to make sure iTunes plays nice with non-Apple players. Otherwise, when a clear-cut iPod killer does finally come out, it'll kill iTunes right along with the iPod.
iForOne will be iHappy to be iRid of all these iFookin' iWords.
P.S. I refuse to pay for music compressed with lossy codec's. There are a couple label specific sites which sell losslessly compressed files online, but there just aren't enough of them. The first major online music store that does this is going to get my buisness.