Technology is a means to an end. Once you can reach the end with the tech that you have there is no need to upgrade any further. Upgrading is an investment in both time and funds, both can be spent better if you are already able to do what you want to do. Most of us could get through the day just fine on a 486/33 if we had to. In fact, we'd probably write better software if we did.
Software does a lot more stuff these days, with richer media, more layers of abstraction and more reuse of code. We mock Iris as a poor knockoff of Siri, but the thing has text-to-speech and speech-to-text linked in to it, and was put together in 8 hours! Try doing that on your 486/33, with the tools of the era. You'd be lucky to have a sound card (MPC was a standard to encourage OEMs of the time to include them, along with a CD drive, if you recall) and a color console I/O library, much less a network connection good enough for cloud speech recognition.
My point? People today are forever bitching about how little we've progressed, how software development is still the same, but I can't agree. I remember what software development used to be like. It was great in that everything was small enough to be fully understandable, but that's all that was great about it - otherwise it sucked, deeply.