Get Five Expert Opinions on Any Business Decision in 5 Minutes

What You'll Learn

• The exact prompt structure that gets Claude or ChatGPT to simulate five expert advisors simultaneously
• Why multi-perspective prompting produces better analysis than asking a single "what should I do?" question
• The 6 decision types where this technique saves the most time
• How to customize the advisor roles for your specific industry or company stage
• A worked example applying the technique to a real hiring decision

There is a class of decision that every executive faces regularly: consequential enough to deserve multiple perspectives, but not consequential enough to justify scheduling five separate stakeholder conversations. The AI Advisory Board prompt solves this in 5 minutes.

When you ask a general "what should I do?" question, the model produces a synthesized response that averages across perspectives. When you instruct the model to hold five distinct roles simultaneously - each with a specific domain lens and a mandate to raise concerns - the response architecture changes entirely. The constraint is the mechanism.

This is a PromptHacker Premium article.

The verbatim prompt, worked example, role customization guide, and 6 best decision types are available to Premium subscribers.

The Prompt

Evaluate the following business decision as five different advisors: (1) CFO focused on cash flow and ROI (2) CMO focused on brand and customer perception (3) COO focused on operational feasibility and team capacity (4) Sales Director focused on revenue impact and customer relationships (5) Legal/Risk Advisor focused on liability and compliance Decision: [describe your specific decision here] For each advisor, provide: - A 3-sentence assessment from their specific perspective - One specific concern they would raise - One question they would want answered before supporting the decision End with a weighted recommendation: identify which two advisors' concerns matter most given the current stage and context of the organization, and explain why.

Worked Example: The Hire vs. Promote Decision

Decision input: "Open VP of Marketing position. Option A: promote current Senior Marketing Manager (4 years at company, no VP experience, drove 34% YoY lead growth). Option B: hire externally ($220K base, 90-day search, 6-month ramp). Company is 18 months from Series B, ARR $4.2M."

The five-advisor structure surfaces: CFO flags opportunity cost of a 6-month ramp on a $220K hire during a critical growth window. CMO raises brand continuity risk with an external hire who brings new positioning instincts. COO flags team morale risk if a high-performer is passed over. Sales Director notes the Senior Manager has direct channel partner relationships an external hire restarts from zero. Legal/Risk flags non-compete review needed for any VP-level external hire.

The weighted recommendation: CFO and COO concerns are highest-weight at Series B stage. Both point toward internal promotion with a structured coaching engagement. A standard single-prompt response would have produced "consider the pros and cons of both options." The structured advisor prompt is categorically more useful.

Customizing the Advisor Roles

Early-stage startup: Replace Sales Director with Founder/Product Lead. Replace Legal/Risk with Investor Relations Advisor.

Healthcare or regulated industry: Add a Compliance Officer role. Weight Legal/Risk advisor higher in the final recommendation.

Decisions with significant people impact: Add an HR/People Operations perspective explicitly. The standard five roles under-weight people implications.

Technical decisions: Replace CMO with CTO/Engineering Lead. Replace Legal/Risk with Security Lead.

Action Steps Summary

• Copy the prompt template from this article exactly as written.
• Write a specific decision description. Include: the options, the stakes, relevant constraints, and any context the advisors would need for a grounded recommendation.
• Run the prompt in Claude or ChatGPT on any paid plan. Both produce strong structured advisor outputs.
• Use the weighted recommendation as a pre-meeting brief. Share as pre-read before any stakeholder conversation about the decision to cut meeting time by 20 - 30%.
• Customize the advisor roles for your context using the guidance in this article.