I was watching a talk recently by Bob Mahar and this quote jumped out at me:
If you do something poorly. It’s easily supplanted by anything.
I take this as a warning against complacency in technology. Many times it is comfortable to let systems continue to run until they start causing problems. An issue arises when things have gotten to the point that they can be replaced by anything just because “it is better”. When you get to that point, ANYTHING is better, even solutions which are overall worse in the long run.
That is one reason to keep pushing forward with new technologies and updates. You want to be able to make the best decisions possible, but replacing technology that doesn’t work can sometimes lead to sub par solutions.