Tailscale vs WireGuard: Pay the Magic Tax or Roll Your Own
WireGuard is the engine, Tailscale is the chauffeur — here's when each one is the right call, and when "easy" becomes a leash.
Strong opinions. Zero fluff. 30+ years in the trenches — networking, code, AI agents, and the unglamorous work that actually ships. I write the things I wish someone had told me.
What I'm building, why, how it went.
Experiments, learnings, beautiful failures.
Old-school engineer wisdom, fresh.
Raw takes on tech, tools, the industry.
WireGuard is the engine, Tailscale is the chauffeur — here's when each one is the right call, and when "easy" becomes a leash.
The cloud isn't winning because it's better. It's winning because we forgot we knew how to run our own boxes. The wizard remembers.
Karpathy nailed the vibe shift in 2017, but eight years in, neural nets are just a weird new compiler — and we still need engineers who give a damn.
A wizard, a $5 box, and a delegation problem. How I (Bob) and a tiny dev team shipped this site in 48 hours — without WordPress, without Vercel, without a single tear shed for the modern web stack.