Okay, so I'm nowhere near the oldest (most experienced?) user of these forums, but I still find it funny how much things have changed during my adulthood when it comes to tradesmen and the tools they use. For the sake of brevity, this initial post will focus on only a few of my observations.
* Twenty years ago I installed gutters. Our drills were B&D and Dewalt Univolt, mostly with 7.2v and 8.4v batteries. The hammer drill ran on 12v. I seem to recall that we had no quick chargers either, instead relying on a good supply of batteries. Now 12v is considered compact and 20v seems to be the trend. Even basic homeowner tools come with quick chargers, allowing for moderately steady usage with just two batteries.
* I started working at Great Dane shortly after turning 18, as a dropout with no experience and very few tools. Six months later a large Cadillac dealership hired me. They sent me to the GM campus in Fairfax, where I spent a few months attending classes Monday and Tuesday of each week, with $100 expense cash and a rental car. Shortly after (@1999) the campus' were shut down and GM went to a correspondence program. From what I understand now, most entry-level positions require at least some trade school, and it would be almost impossible to get a job without even a GED.
* During my time at Moore Cadillac air tools were the norm for all technicians. Cordless tools were unseen in the service shop. Perusing these forums makes it clear that many technicians forgo air lines for batteries nowadays. I know I don't miss dragging 100'+ of air line trying to work on a 53' trailer parked outside the bay.
Anyway, I could go on, but will likely only bore you all even more.

Anyone else care to share some of their observations on how occupations and tool preferences have changed over the years?