The tried-and-true techies will usually have more reliable machines and a more steady hold on their finances. But they might get left in the dust when their old stuff is rendered obsolete.
Me? I'm in that second batch. I kept my Blackberry Curve for more than two solid years before it started its slow death. Now that it's gone for good, I signed a new contract and upgraded to the latest iPhone. I was on cloud nine with my new gadget before I realized that my tendency towards buying and keeping long-lasting tech was going to sabotage me. My iPhone isn't compatible with the ancient operating system on my five-years old PowerPC-based Mac Powerbook G4.
Which type are you? What do you think are the upsides and downfalls of each tech personality? Let us know in the comments!