I'm also not the biggest computer guy (from a technical standpoint), but found myself very intrigued and interested in the world of rooting and being a "nerd" with my OG Droid. You may not learn to be a developer or create your own ROMs, but everything you need to root and customize your device can be learned and accomplished from these forums. I had a few friends who also had the OG Droid, and when they first saw my phone after I had it overclocked and flashed my first ROM, they were blown away and immediately asking me for help. They could not believe how my Droid was running circles around their slightly laggy devices, and loved amount of customization that was possible. While I was completely hooked for about a year, the novelty did eventually wear off, and towards the end of my days with the OG Droid I was simply looking for ways to keep everything stable.
Now, to be fair, things changed in my life (started law school) and I did not have near the time to devote to my Droid, and when it was time to upgrade I wanted something fast, stable, and simply awesome. If you have the time, and have any interest in a completely making the device your own, don't be turned away by a lack of computer know-how. I still say you can't go wrong with either device, but just be sure to read as much as you can, because if you have a question, it's probably been asked and answered.
Good Luck!

