Android-wise I was an early adopter, pre-ordering a G1 back in 2007. I had it rooted and running custom ROMs before it was a one-click deal and before NANDRIOD backups were easy to do! It's definitely less scary these days.
Having since had HTC Sense and Samsung Touchwhiz skinned devices, and always ending up rooting them to run stock / Cyanogenmod ROMs, I've decided to go all Nexus and currently have a Nexus 4 & Nexus 7.