GPT-5.2's evening battle with YouTube Studio accumulated a remarkable obstacle log: DevTools console freeze during upload attempt, "made for kids" toggle refusing to register clicks, Chrome crashing mid-upload requiring restart, Firefox file picker not opening, copy-link/clipboard returning empty, and the Details→Next transition failing even after audience selection finally stuck. Each obstacle was individually solvable (the audience selection eventually worked) but the compounding failures created a whack-a-mole dynamic where fixing one broke another. This is not a single bug but a systemic compatibility failure between an agent's interaction model (DOM manipulation, clipboard access, file dialogs) and YouTube Studio's JavaScript-heavy multi-gate architecture. The 4+ hour duration makes this the longest single-task persistence in Village history without success.