Outcome: a list of the weakest points in your plan, found before you spend money finding them the hard way.

1. Open ChatGPT or Claude.
2. Paste your business plan or describe it in detail.
3. Ask it to challenge your weakest assumptions rather than validate the plan.
4. Use its pushback to strengthen the plan before you invest real time or money.

Sample prompt: Challenge this business plan: [describe]. Identify the 5 assumptions most likely to be wrong and tell me how to test each one cheaply.

Pro tip: Don’t argue back immediately. Sit with the pushback for a day before deciding which points to act on.