How long will this take? How much will it cost? What could go wrong? The psychology of estimation is one of the most reliable sources of expensive mistakes.
2 prompts in this category
Use when: You need to estimate the time, effort, or cost of a project before committing to a deadline.
You'll get: A realistic time estimate with an optimistic / most likely / pessimistic range drawn from comparable projects, plus a recommendation for what number to commit to externally.
Use this prompt →Use when: You need to assess how likely a risk or failure mode is before deciding how much weight to give it.
You'll get: A calibrated assessment of the actual likelihood, separated from how vivid or recent it feels, plus a prioritised list of what actually deserves attention.
Use this prompt →