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Module 5.3 · Topic 3

Trust Calibration for Agent Work

Bottom Line Up Front: Trust is not binary. Start agents on low-stakes work, assess reliability over iterations, then escalate to higher-stakes decisions. Calibrate task assignment to agent strength, not blanket trust.…

3.1 Building Confidence Through Incremental Delegation

Begin with any new agent by assigning low-stakes work with clear success criteria. Success builds confidence; failure teaches boundaries without risking important work.

Start with a diagnostic task on a small version of the ultimate work. A marketing manager might ask for strategy for one segment, not the full campaign. If successful, escalate: try two segments or deeper analysis. If the agent stumbles, adjust specs and retry. Only after repeated success should you delegate high-stakes work.

3.2 High-Stakes vs. Low-Stakes Task Assignment

Separate routine tasks from high-stakes decisions. Calibrate oversight to task risk.

CategoryDefinitionOversight
Low-stakesFormatting, data entry, Q&A. Impact easily reversible.Spot-check 1 in 10. Automate quality gates.
Medium-stakesAnalysis, research, recommendations that inform decisions. Reversible if caught.Review 100% before relying. Verify reasoning and sources.
High-stakesStrategy, client analysis, final decision drivers. Consequences irreversible.Deep review: inspect reasoning, verify sources independently, red-team. Require all work shown.

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