I started with LinuxFT from a magazine coverdisk. I also installed it on an old 486 at the office. It became the "internet box". The company director at the time believed Bill Gates that the internet would be a fad and wasn't worth investing in and would not put any money into the company internet connection. So, it was an old 486, running LinuxFT, with a modem calling out on demand, squid proxy, email boxes etc. But it worked.

After that I moved to Redhat (before it was paid for). I remember for sure installing RH5. It was definitely a smoother experience.

Server wise, I went through various distros. Once I got to debian, for servers I never really left the "apt" world. Management wise, it's just too easy to work with. Hopping between Ubuntu and Debian even now.

For firewalls I've been through ipfwadm (Kernel 2.0.x), ipchains (Kernel 2.2.x) and iptables (Kernel 2.4.x). Now, there is some newer stuff now. Nftables, but there hasn't been a "you must change" situation like the other two and as such, I've generally stuck with iptables, mainly because when I did try nftables I had a real problem getting it to play nice with qos. Probably all fixed now, but I'm too lazy to change.

Desktop wise. I dual boot windows/linux. Linux is Manjaro, and I like Manjaro, for the fact that gaming generally just worked. However, I feel like every major upgrade I am chasing broken dependencies for far too long. But, when it works, Manjaro is great. However, I have had several failed desktop experiments. I ran Gentoo way way way back, I think I had an AMD Athlon at the time. I thought it was great, I mean building stuff for my specific setup, nice idea and all. But upgrades were so damn slow compiling everything! I tried Ubuntu, but I never found the desktop to be any good. I did also have Redhat way back in the late 90s. But the desktop was just poor back then.