Random type stuff is perfect! It is amazing how often a random chat can bring up all sorts of interesting stuff. If you limit it to a couple of narrow subjects then I think it can get a bit dry.
I must admit, every time I see a YouTube video and the guy is talking about "soddering", part of me sighs like a schoolmaster, and another part makes me snigger like a schoolboy. Hur hur, he said sod 'er. How on earth did the "L" get lost from "soldering"? Back in the 80s it just seemed to be poorly educated southern US people, now it seems to be all over the place.
You mentioned something along the lines of "Why are maker people software people". Easy, they already have most of the tools and the skills are easy to learn on what they have already. Aside from a cheap dev board, most of the tools cost nothing. No screwdrivers to buy, or resistors, capacitors, ICs, LEDs, solder, PCB, multimeter, oscilloscope etc etc. It can be done pretty much "here and now".
I suspect the people who came from to digital from an analogue background are slightly older. In my case, I was 10 or so before there were any usable micros here in the UK, so the only way to learn was analogue. I was lucky that my dad was in electronics, so I had access to endless components and circuit diagrams to learn how things worked. That meant that I was there as computers came along, and in the early days owning a computer meant building it yourself, so us hardware people were vital. Back when my school got it's first Nascom computer (as a kit!) only 2 people could solder, me and the physics teacher. Learning how to program just became a natural extension of that.