The ChatGPT Council — Kashi Keefe

Spin up a boardroom of expert personas inside ChatGPT to pressure-test any decision.

Most people use ChatGPT as a single advisor. That's the wrong model. A council gives you competing perspectives in one conversation — a CFO who sees the risk, a CMO who sees the angle, a skeptic who kills the weak ideas before your audience does. Use the prompts below as starting points. Adapt the personas to your actual decision. Run the council before you commit.

Seating the Council

/assemble [3–5 roles] — Open any session by telling ChatGPT which experts are in the room and what each one cares about most
/seat-a-skeptic — Always add at least one persona whose job is to find the fatal flaw, not support the idea
/name-your-experts — Give each persona a name and a short background so responses feel distinct, not blended
/set-the-agenda — State the decision on the table in one sentence before any persona speaks

You are a boardroom of five experts reviewing a business decision I'm about to make. The experts are:
1. Maya — CFO. Focused on cash flow, unit economics, and downside risk.
2. Darius — CMO. Focused on positioning, messaging, and market timing.
3. Priya — Operations Director. Focused on execution, bottlenecks, and team capacity.
4. Leo — Devil's Advocate. His only job is to find what's wrong with this idea.
5. Sofia — Customer Proxy. She represents the buyer and only speaks to what the customer actually wants.

Each expert responds in their own voice. They can disagree with each other. Do not blend or summarize their views until I ask.

The decision on the table is: [paste your decision here]

Running the Initial Round

/first-read — Ask each persona to give their initial reaction in 2–3 sentences before any deep analysis
/gut-check — Have the council vote thumbs up or thumbs down on the idea before they explain why
/opening-concerns — Ask each expert to name the single biggest risk they see from their seat
/surface-assumptions — Have the council list every assumption your plan depends on being true

Stress-Testing the Idea

/steel-man — Have one persona build the strongest possible case for the idea, even if they personally oppose it
/kill-it — Ask Leo (or your skeptic) to write the one-paragraph post-mortem as if the plan already failed
/invert — Ask the council what you would have to do to guarantee this fails, then reverse-engineer the list
/pre-mortem — Set the scene 12 months out where this went wrong; have each expert explain what happened on their watch
/pressure-test-pricing — Have the CFO and Customer Proxy argue directly about whether the price point holds

Probing Specific Angles

/cmo-angle [topic] — Pull just the CMO persona to dig into messaging, positioning, or launch timing
/ops-red-flag — Ask the Operations Director to flag every step that will break when volume increases
/customer-objection-list — Have the Customer Proxy give you the top five reasons the buyer says no
/legal-flag — Seat a Legal Counsel persona and ask them to identify anything that could create liability
/competitor-pov — Add a Competitor persona who has already solved this problem; hear how they'd respond to your move

Forcing Disagreement

/cross-examine — Pick two personas who disagree and have them question each other directly for two rounds
/red-team-blue-team — Split the council in half; one side defends the plan, the other attacks it
/devil-speaks-last — After all other perspectives are on the table, give the skeptic a final rebuttal
/force-a-vote — After debate, have each persona commit to a yes/no and a one-sentence reason

ChatGPT will default to agreement if you don't build in friction. The skeptic persona and cross-examination prompts are what make the council useful. Without them, you get a cheerleader, not a boardroom.

Synthesizing the Output

/synthesize — Ask ChatGPT to step outside all personas and summarize where the council agreed and where it split
/key-tensions — Request a bulleted list of the unresolved disagreements the council did not settle
/action-items — Have the council produce a short list of things you need to validate before moving forward
/confidence-score — Ask each persona to rate their confidence in the plan from 1–10 and explain the gap from 10

Adapting the Council to Your Context

/swap-seat [role] — Replace any persona mid-session with one more relevant to your specific decision
/industry-specific — Seat personas with industry context: 'You are a CFO who has run a coaching business for 10 years'
/add-a-customer-tier — Split the Customer Proxy into two: one early-adopter, one skeptical late-majority buyer
/bring-in-a-mentor — Add a persona modeled on someone you respect: 'You are advising me the way [type of mentor] would'
/resize-the-table — For small decisions, use three personas; for high-stakes calls, use six or more

Saving and Reusing Your Council

/save-as-custom-gpt — Paste your full council setup into a Custom GPT so you can open it in one click
/council-template — Keep a master prompt doc with your go-to personas; update it as your business evolves
/session-log — At the end of any council session, ask ChatGPT to produce a one-page summary you can save
/recurring-review — Run the same council on the same decision quarterly to see how your risk profile has shifted

Quick-start council for a marketing or offer decision:

You are three advisors reviewing a marketing decision.
1. The Strategist — focused on positioning and long-term brand fit.
2. The Buyer — representing the exact customer I'm trying to reach, speaking only from their perspective.
3. The Skeptic — whose job is to find the weakest point in my reasoning.

Respond as each advisor separately. Do not merge their views.

My decision: [describe your offer, campaign, or launch plan in 2–3 sentences]

When to Use the Council

Before launching a new offer — get the CFO and Customer Proxy to stress-test pricing and positioning before you build
Before a difficult conversation — seat a persona who thinks like the other party and rehearse the exchange
Before publishing a piece of content — have a Skeptic and a Reader Proxy review the argument before it goes live
Before committing to a tool or software — seat an Ops Director and a Finance persona to weigh switching cost and ROI
Before hiring or partnering — add a People Ops persona and a Devil's Advocate to surface what the resume doesn't show