I got R. an iPhone for Xmas, and he spends a lot of time with his glasses perched above his eyes so he can better make out screen detail. But he never complains. He plays Sudoku and Angry Birds and browses the web and I'm not sure what else. As I mentioned before, he got me an iPhone for my birthday, after Apple backed down on the App Store rules and I was sure I'd have ongoing access to read kindle on the phone. I had _not_ been able to read kindle on the Blackberry, because my version wasn't supported. Which was a huge bummer.
The biggest hassle associated with setting up the iPhone was getting my contacts back off. I was reluctant to use Verizon's Backup Assistant, because a lot of people had mangled fields issues with it. Also, my home computer is a Macbook, so I figured if I could just dump the Blackberry contacts into AddressBook, I'd be home free. PocketMac delivered; I have no idea why I didn't find this months ago; it would have made the Blackberry a much more useful tool. Instead, I kept hoping RIM's Desktop Software would acquire a reasonable feature set for Mac users.
When RIM decided to more or less ignore Mac users, it was the only sensible thing to do. Apple was a tiny fraction of the market and there was no expectation that that would ever change. There was no real enterprise component in that market (hey, let's have an argument about "real", shall we? <-- sarcasm) and that's where RIM's business lay. Blackberry, by all accounts, works great with Outlook, which is what an enterprise user would be using anyway. Of course, after several years of the iPhone rampaging through the market like an Arizona wildfire (possibly an inappropriate metaphor; if so, tell me which part to apologize for and I will), the decision to ignore Mac users doesn't look sensible anymore. It looks suicidally stupid.
Having been through the process on the iPad a couple of times, setting up my email on the iPhone was really easy. Activation through iTunes was easy. Connecting my kindle app was easy. Syncing universal and iPhone specific games that I already owned was easy. I'm sure music won't be too painful, either. All I have to do now is avoid scratching the screen and I'll continue to be a happy woman.