Instead of walking into a pitch unprepared, Reid Hoffman advises founders to use large language models to pre-emptively critique their business idea. Prompting an AI to act as a skeptical VC helps founders anticipate tough questions and strengthen their narrative before meeting real investors.
After a promising sales call, combat 'happy ears' by feeding your meeting notes into an AI. Ask it to identify the top three reasons the deal might *not* go through. This provides an unbiased third-party analysis, revealing red flags and potential objections you can address proactively.
Instead of being discouraged by over 100 rejections, Canva's founder treated each one as a data point. She added new slides to her pitch deck to pre-emptively address every objection—such as market size or competition—making the pitch stronger and more compelling with each "no."
Founders can use AI pitch deck analyzers as a "sparring partner" to receive objective feedback and iteratively improve their narrative. This allows them to identify weaknesses and strengthen their pitch without burning valuable relationships with real VCs on a premature version.
To simulate interview coaching, feed your written answers to case study questions into an LLM. Prompt it to score you on a specific rubric (structured thinking, user focus, etc.), identify exact weak phrases, explain why, and suggest a better approach for structured, actionable feedback.
AI models tend to be overly optimistic. To get a balanced market analysis, explicitly instruct AI research tools like Perplexity to act as a "devil's advocate." This helps uncover risks, challenge assumptions, and makes it easier for product managers to say "no" to weak ideas quickly.
Before engaging expensive experts like lawyers or accountants, use AI to do preliminary work. You can draft initial documents, analyze data, or formulate questions. This prepares you for a more productive conversation, saving time and money while ensuring you still rely on the human expert for final verification and strategy.
Instead of just asking an AI to write a PRD, first provide it with a "Socratic questioning" template. The LLM will then act as a thinking partner, asking challenging, open-ended questions about the problem and solution. This upfront thinking process results in a significantly more robust final document.
To truly validate their idea, Moonshot AI's founders deliberately sought negative feedback. This approach of "trying to get the no's" ensures honest market signals, helping them avoid the trap of false positive validation from contacts who are just being polite.
Go beyond using AI for simple efficiency gains. Engage with advanced reasoning models as if they were expert business consultants. Ask them deep, strategic questions to fundamentally innovate and reimagine your business, not just incrementally optimize current operations.
Instead of immediately building, engage AI in a Socratic dialogue. Set rules like "ask one question at a time" and "probe assumptions." This structured conversation clarifies the problem and user scenarios, essentially replacing initial team brainstorming sessions and creating a better final prompt for prototyping tools.