Yes and no. I don't really blame them for disallowing system extensions (Backgrounder, SBSettings, fake carrier, call recorder, etc). They can be useful, and they can also be privacy and security nightmares.

I tolerate having to jailbreak because I'd probably end up carrying an iPod around anyway, and from the outside it seems that using cooked ROMs is the norm in the Android community. Maybe the situation on Android is better if you have a well-supported device. Nexus One users got Froyo quickly enough.

My next device might run Android. We have a Nexus One at the office that I'm going to carry for a week and see how I like it.