I cut my teeth with DOS and Netware, used Windows until the day 98 was released (had been using the GM for a month), and cut over to Slackware as my daily driver. Dabbled with Redhat before stabilising on Debian, which I’ve never found a need to change from for my headless boxes.
One thing I specifically remember was hand tuning my X11 config to drive my 15” Trinitron at 1024x768 @ ~68Hz.
The goal today isn’t to make single stack IPv6 internet practical, it’s to make dual stack ubiquitous. Once that’s achieved, the cost differential, and the increasing technical burden of maintaining IPv4 hacks, will reach a tipping point where it’s relegated to legacy status, but this is at least a decade away, with likely another decade of inertial decay of public IPv4 after that.