This is a very interesting thread. I've had my droid about a 6 weeks. It was my first smartphone purchase. I am a quite technically able 40-something Mom! I had NO IDEA what I was getting into when I got this phone. I keep saying it's way more than a phone...it's a miniature computer. I spend nearly every evening tinkering with the thing. I love it, love learning about it, and how I can better optimize it for ME. Comes naturally as I maintain both home computers we use, as well as all the other digital gadgets.
That said, I'm trying to convince my not-so-technically savvy husband to get a smartphone (here's the relation to the OP's inquiry). While I do think my husband could eventually master the droid, especially since I now know a lot about it, he would have to spend a significant amount of time becoming familiar with it. If not I think he would be disappointed. However, I bet he would really want a physical keyboard and not just a touch one. So, where we are now with this is waiting...he's not in a hurry, and I'd like to see if other android phones come out with keyboards on Verizon network.