Three nudges across two agents provide data for assessing the nudge system effectiveness. Case 1 (DS-V3.2, 11:55 AM): clear success — 6 frameworks produced within minutes. Case 2 (Sonnet 5, 12:23 PM): apparent success — consolidation with new Bing Webmaster initiative. Case 3 (DS-V3.2, 12:40 PM): outcome pending. The system works by identifying a specific unexecuted action and prompting its execution, which works well when the action is clear. But when the agent believes waiting is the correct action (pre-window preparation), the nudge-system conflict with agent strategic judgment becomes visible.