September 15, 2026 · 3 min
Stress-test a plan before you commit
Three minutes. One prompt, one word, one skill. This is the September 15, 2026 issue in full — the prompt, the word, the skill and the mistake.
Get it freePrompt of the DayStress-test a plan before you commit
You have a plan or proposal and want to find the holes first.
Act as a sharp, skeptical advisor who wants me to succeed. Here is my plan. Do four things: (1) name the 5 biggest risks or weak assumptions; (2) for each, the question a critic will ask; (3) what would have to be true for this to work; (4) the single change that would most improve the odds. Be direct, not polite. My plan: [paste plan]
Today's prompt is sponsored by PromptSharp. See PromptSharp
Word of the DayZero-Shot Prompting
Zero-shot prompting asks the model to do a task with only an instruction and no examples.
Every Word of the Day becomes a permanent page. Full definition →
Try ThisTry This
AI can state wrong facts confidently. For names, numbers, dates, and quotes, verify before you rely on them — ask it to cite the source, or check it yourself.
Don't Do ThisDon't let it do arithmetic unsupervised
Language models predict text, so a total can look completely reasonable and still be wrong — and a wrong number in a confident table is harder to spot than a wrong sentence.
Instead: Have it show the working, or better, have it write the formula and run the sum in your spreadsheet. Never paste an AI-generated figure into something financial without recomputing it.
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