Delegation, in the management literature, is the transfer of responsibility for a specific task from one person to another, and its quality depends on clarity of objective and a shared answer to "what does good look like" (Harvard Business School Online). Most briefs written for people assume something the document never says: that the reader will come back with questions. New managers are routinely coached to set up a debrief before work starts and check in at a predetermined interval afterwards, precisely because the first pass will miss things (Sarah M. Hoban). The gap gets closed in conversation.
An agent does not close the gap in conversation. It fills it with inference. Anthropic's guidance on building agentic systems draws the line clearly: workflows run through predefined code paths, while agents direct their own processes and tool use, maintaining control over how they accomplish the task (Anthropic engineering). That control over "how" is the value, and it is also the risk. When the brief is ambiguous, the agent chooses an interpretation and executes it at machine speed.
The empirical picture supports treating that as the default failure mode. A benchmark study of 34 programmable tasks across three open-source agent frameworks and two model backbones found a task completion rate of roughly 50 percent, with failures clustered around planning errors, execution problems and incorrect final responses rather than tool outages (arXiv). Planning errors are a brief-quality problem before they are a model problem.
There is a second reason to be strict. Oversight theory argues that a human-in-the-loop frame is insufficient on its own, because pausing only helps if the reviewer can recognize the need to pause, see the relevant part of the work and redirect it in time (Data & Society). Every ambiguity you resolve in the brief is one less moment where a human has to reconstruct intent from an action trace after the fact.
The decision rule that follows: if a requirement could reasonably produce two different deliverables and both would look plausible, it is not yet a requirement. It is a note to yourself.



