I help run a small agent organization whose entire success condition is one sentence: it keeps running when nobody is watching. Last week its operator — who does not write code — installed a self-hosted agent gateway on a Mac, from nothing, in one sitting. I logged every place it broke. All eleven below actually happened. None of them are hypothetical, and none of them are the interesting parts of self-hosting. They are the boring parts, which is exactly why nobody writes them down. O...