My problem is not just networking knowledge. I genuinely faced issues with open source tools. Troubleshooting in the days of terrible search is also a major annoyance. Sometimes, it's just the case that some of the tools have evolved and the same commands don't work as did for someone in 2020 in some obscure forum. I remember those days of tinkering with linux and open source where you'd rely on a Samaritan (bless their soul) who said they'd go home and check up and update you.
Claude suggested me Tailscale too, but I'm glad we're having this conversation (thanks for the tips btw), so that we don't follow hallucinations or bad advice by similarly trained agents. I'm cautiously positive, but I think there's still a case to go self hosted with AI assistance. I found myself looking at possibilities rather than fearing dead ends and time black holes.
I am glad that it is useful to you! The "terrible search + outdated forum posts" problem is real for sure. LLMs genuinely help there by synthesizing across versions and explaining what changed.
I would say that self-hosting with AI assistance is the right approach. Use it to understand, not to blindly execute. Trust me, it is not much of a deal and you will be happy to have gone with this route afterwards!
Good luck with the setup. If you have any questions, let me know, I am always happy to help.
(I have very briefly mentioned some stuff here: >>46586406 but I can expand and be a bit more detailed as needed.)