Linux

Started on Arch Linux for some reason back in 2016, I just decided to throw out my Windows and install it (Don't really remember what was going through my head, or why I wanted to install Linux, other than I was reading the r/linux subreddit wiki at the time). I was trapped in a TTY trying to install the thing for maybe a week, and after 9 reinstallations, I got Arch working and got a Weston compositor session running under Wayland. After realizing Weston was more a tech-demo than something I was actually supposed to use, I installed X11 and Gnome, which was cool for approximately 3 minutes before I decided to replace it with some minimal window manager instead. Can't remember if it was i3wm or something else, but i3wm sounds right; and later I messed around with some tilers like StumpWM, ratpoison, and HerbstluftWM.

After about 3 months, something in Arch broke (systemd was not reaping processes properly was what I concluded at the time, no idea what the actual problem was but I ended up with a bunch of zombie processes), and I decided to install Gentoo as my second Linux distribution. After installing Gentoo, I entered a stage which is colloquially know as "config hell" where I overconfigured everything to the point of breaking something, and could never figure out what I actually broke because everything was so overconfigured. After recompiling the whole system, everything was still broken, so I reinstalled Gentoo, this time less overconfigured, but still somewhat overconfigured (It didn't help I was also running a full self-made custom kernel config with 3 months of Linux experience, I surprised the thing booted at all).

I lived in Gentoo for around a year using HerbstluftWM, but eventually I grew tired of how much maintenance Gentoo required and just wanted some sane defaults. This led me to installing OpenBSD, which I guess was the right decision for me because I'm still using it to this day (7 years!), and is where I gained the majority of my knowledge about using Unix thanks to the wonderful documentation. Initially I didn't like the ports system because it didn't have as many knobs as Gentoo's portage did (Gentoo's portage is more modeled after FreeBSD's ports than OpenBSD's ports it seems), but I came around to enjoying hacking ports with my own patches instead of using preconfigured knobs. Eventually my porting skills got good enough that I now officially mantain a couple OpenBSD ports (games/stone-soup, www/pipe-viewer), and that list is likely to grow. I switched between some other window managers (ratpoison, JWM, FVWM2) before settling on OpenBSD's in-house cwm. I purchased a VPS also running OpenBSD, and self host various things like email, git, ZNC, web/http, and IPsec/VPN. Eventually, I grew tired of not having games to play (OpenBSD doesn't support WINE), so I bought a Steam Deck that I use as both my gaming desktop and handheld. I also bought a Pinephone from Pine64 which currently uses PostmarketOS (I hope to run OpenBSD on it some day though).

tl;dr use Arch as your first Linux distribution and you'll end up as an OpenBSD ports maintainer I guess