So, I came across some stuff related to AJ Winkler the other day. It got me thinking about some security tinkering I did a while back. You know how it is, you read something, get an idea, and suddenly you’re diving down a rabbit hole.

My Adventure with Home Server Security
I decided I needed to seriously beef up the security on my little home server. It’s nothing fancy, mostly just stores backups and some media files, but I figured, why make it easy for anyone snooping around?
First off, I tackled the firewall. Everyone online was talking about `ufw` being simple, so I went with that. Opened up the terminal, feeling pretty cool, typing in commands like:
sudo ufw enable
sudo ufw allow ssh
sudo ufw default deny incoming
Seemed straightforward enough. Famous last words, right? A few commands later, tweaking things I probably shouldn’t have, I managed to lock myself out completely. Couldn’t SSH back in. Had to drag the server out, find a monitor and keyboard, and plug everything in just to undo my own mess. Felt pretty dumb.
Next, I thought I’d get fancy and set up `fail2ban`. The idea sounded great – automatically block IPs that try brute-forcing passwords. I found a guide online and started following it meticulously.
Got it installed. Made copies of the config files like they said. Started editing the `*` file to watch my SSH logs. This part got confusing fast. Trying to figure out the right `filter` settings and `action` commands took way longer than I expected. Lots of saving the file, restarting the service, checking logs, seeing nothing happen, and then scratching my head.

I spent a good few hours just wrestling with the regular expressions needed to correctly identify failed logins in my specific log format. It felt less like security work and more like some weird, frustrating puzzle. You read about these tools, and they sound so powerful, but actually getting them dialed in correctly? That’s a whole different story.
Honestly, after all that fiddling, I wasn’t even 100% sure it was working perfectly. The logs looked okay, but you always have that nagging feeling, you know? Did I configure it right? Is it actually blocking anything useful, or just filling up my logs with noise?
In the end, I scaled back a lot of the complex stuff I initially planned. Stuck with the basic firewall rules (the ones that didn’t lock me out!), hardened SSH config a bit, and kept `fail2ban` with a simpler setup. Sometimes, the most robust-sounding solutions just add layers of complexity you don’t really need, especially for a simple home setup. It’s easy to get lost in the weeds trying to implement every single ‘best practice’ you read about.
It reminded me a lot of an old workplace. We had these grand plans for implementing all sorts of advanced processes. Sounded amazing in meetings. But when it came down to actually doing it, the reality was messy, full of roadblocks, and often just ended up being a simpler, less ambitious version. Practical application is always tougher than theory.