Thinking out loud: I want to jailbreak, but ...
I rooted my android phone, installed custom ROMs, and made all sorts of customizations. So here I sit less than a month with an iPhone 4, and I am surprised I haven't yet gone jailbreak. Part of it is that I am enjoying the iPhone 4. Everything works rather well, and I have enjoyed not having to dig in deep to get the phone to that point. There are, however, things I miss about Android, like notifications, custom sounds, profiles, and so on.
I also find myself wanting to wait until iOS 5 before I jailbreak. I'm not sure why, other than a major release seems like a point of entry.
In the meantime, I am reading up on jailbreak options and such. Just thinking out loud ...